Bulgarian–Ottoman Wars
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The Bulgarian–Ottoman wars were fought between the kingdoms remaining from the disintegrating
Second Bulgarian Empire The Second Bulgarian Empire (; ) was a medieval Bulgarian state that existed between 1185 and 1396. A successor to the First Bulgarian Empire, it reached the peak of its power under Tsars Kaloyan and Ivan Asen II before gradually being conque ...
, and the
Ottoman Empire The Ottoman Empire, * ; is an archaic version. The definite article forms and were synonymous * and el, Оθωμανική Αυτοκρατορία, Othōmanikē Avtokratoria, label=none * info page on book at Martin Luther University ...
, in the second half of the 14th century. The wars resulted with the collapse and subordination of the Bulgarian Empire, and effectively came to an end with the Ottoman conquest of
Tarnovo Veliko Tarnovo ( bg, Велико Търново, Veliko Tărnovo, ; "Great Tarnovo") is a town in north central Bulgaria and the administrative centre of Veliko Tarnovo Province. Often referred as the "''City of the Tsars''", Veliko Tarnovo ...
in July 1393, although other Bulgarian states held out slightly longer, such as the
Tsardom of Vidin The Tsardom of Vidin ( bg, Видинско Царство, translit=Vidinsko Tsarstvo) was a medieval Bulgarian state centred in the city of Vidin from 1356 to 1396. Early history In 1257, Rostislav Mikhailovich attacked the Bulgarian capital ...
until 1396 and the Despotate of Dobruja until 1411. As a result of the wars the Ottoman Empire greatly expanded its territory on the Balkan peninsula, stretching from the
Danube The Danube ( ; ) is a river that was once a long-standing frontier of the Roman Empire and today connects 10 European countries, running through their territories or being a border. Originating in Germany, the Danube flows southeast for , pa ...
to the
Aegean Sea The Aegean Sea ; tr, Ege Denizi ( Greek: Αιγαίο Πέλαγος: "Egéo Pélagos", Turkish: "Ege Denizi" or "Adalar Denizi") is an elongated embayment of the Mediterranean Sea between Europe and Asia. It is located between the Balkans ...
.


The situation in the Balkans on the eve of the Ottoman invasion

From the 13th century, the two main Balkan powers
Byzantium Byzantium () or Byzantion ( grc, Βυζάντιον) was an ancient Greek city in classical antiquity that became known as Constantinople in late antiquity and Istanbul today. The Greek name ''Byzantion'' and its Latinization ''Byzantium' ...
and
Bulgaria Bulgaria (; bg, България, Bǎlgariya), officially the Republic of Bulgaria,, ) is a country in Southeast Europe. It is situated on the eastern flank of the Balkans, and is bordered by Romania to the north, Serbia and North Macedo ...
fell victims to a process of decentralization, as local feudal lords grew stronger and more independent from the emperors in
Constantinople la, Constantinopolis ota, قسطنطينيه , alternate_name = Byzantion (earlier Greek name), Nova Roma ("New Rome"), Miklagard/Miklagarth (Old Norse), Tsargrad ( Slavic), Qustantiniya (Arabic), Basileuousa ("Queen of Cities"), Megalopolis (" ...
and
Tarnovo Veliko Tarnovo ( bg, Велико Търново, Veliko Tărnovo, ; "Great Tarnovo") is a town in north central Bulgaria and the administrative centre of Veliko Tarnovo Province. Often referred as the "''City of the Tsars''", Veliko Tarnovo ...
. This weakened the military and economic power of the central rulers. The process deteriorated central authority to an even larger extent in the 14th century, when numerous nobles came to be only nominally subordinated to the government. In Bulgaria the powerful
House of Shishman The House of Shishman ( bg, Шишман), also Shishmanids or Shishmanovtsi ( bg, Шишмановци), was a medieval Bulgarian royal dynasty of Cuman (or partial Cuman) origin. The Shishman dynasty consecutively ruled the Second Bulgarian E ...
ruled over the Vidin Province in the west, while in the east Balik established a quasi-independent Despotate of Dobruja. While the two Empires were facing enormous internal difficulties, the
Serbs The Serbs ( sr-Cyr, Срби, Srbi, ) are the most numerous South Slavs, South Slavic ethnic group native to the Balkans in Southeastern Europe, who share a common Serbian Cultural heritage, ancestry, Culture of Serbia, culture, History of ...
took the favorable opportunity to expand its domain. During the civil war in Byzantium in 1320s and 1330s, the Serbs conquered most of the Bulgarian and Aromanian populated Macedonia from the Byzantines. In 1330 Serbian forces defeated Bulgarian ones, led by Emperor Michail Shishman at Velbazhd effectively raising the country to the status of the most powerful state in the region. In 1346, Serbian king Stefan Uroš IV Dušan received the title of Emperor with the blessing of the Bulgarian Emperor
Ivan Alexander Ivan Alexander ( bg, Иван Александър, transliterated ''Ivan Aleksandǎr'', ; original spelling: ІѠАНЪ АЛЄѮАНдРЪ), also sometimes Anglicized as John Alexander, ruled as Emperor (''Tsar'') of Bulgaria from 1331 to 1371, ...
, although after his death in 1355, the large
Serbian Empire The Serbian Empire ( sr, / , ) was a medieval Serbian state that emerged from the Kingdom of Serbia. It was established in 1346 by Dušan the Mighty, who significantly expanded the state. Under Dušan's rule, Serbia was the major power in the ...
disintegrated into a few independent states. In Bulgaria of the same period Ivan Sratsimir inherited Vidin from his father Ivan Alexander in 1356, while despot
Dobrotitsa Dobrotitsa ( bg, Добротица, ; ro, Dobrotici or ; in contemporaneous Byzantine documents; ''Dobrodicie'' in contemporaneous Genoese documentsM. Balard, ''Actes de Kilia du notaire Antonio di Ponzo, 1360'' in ''Genes et l'Outre-Mer'', II ...
– nominally his subject – ruled Dobruja. Lack of stability was eminent in the southern Balkans as well: in 1341–1347 the Byzantine Empire was shaken by a bloody civil war between
John V Palaiologos John V Palaiologos or Palaeologus ( el, Ἰωάννης Παλαιολόγος, ''Iōánnēs Palaiológos''; 18 June 1332 – 16 February 1391) was Byzantine emperor from 1341 to 1391, with interruptions. Biography John V was the son of E ...
and
John VI Kantakouzenos John VI Kantakouzenos or Cantacuzene ( el, , ''Iōánnēs Ángelos Palaiológos Kantakouzēnós''; la, Johannes Cantacuzenus;  – 15 June 1383) was a Byzantine Greek nobleman, statesman, and general. He served as grand domestic under ...
. Circa mid 14th century the Balkans were politically disunited into a number of small states frequently in competition with each other and there was no single strong entity with a powerful enough army to withstand the Muslim invaders. In addition to the mainly Orthodox countries such as Bulgaria, Byzantium and Serbia, there were a number of
Catholic The Catholic Church, also known as the Roman Catholic Church, is the largest Christian church, with 1.3 billion baptized Catholics worldwide . It is among the world's oldest and largest international institutions, and has played a ...
possessions to the west and south held by
Venice Venice ( ; it, Venezia ; vec, Venesia or ) is a city in northeastern Italy and the capital of the Veneto Regions of Italy, region. It is built on a group of 118 small islands that are separated by canals and linked by over 400  ...
,
Genoa Genoa ( ; it, Genova ; lij, Zêna ). is the capital of the Italian region of Liguria and the sixth-largest city in Italy. In 2015, 594,733 people lived within the city's administrative limits. As of the 2011 Italian census, the Province of ...
and the
Kingdom of Hungary The Kingdom of Hungary was a monarchy in Central Europe that existed for nearly a millennium, from the Middle Ages into the 20th century. The Principality of Hungary emerged as a Christian kingdom upon the Coronation of the Hungarian monarch, c ...
as well as
Kingdom of Bosnia The Kingdom of Bosnia ( sh, Kraljevina Bosna / Краљевина Босна), or Bosnian Kingdom (''Bosansko kraljevstvo'' / Босанско краљевство), was a medieval kingdom that lasted for nearly a century, from 1377 to 1463, and ...
whose
Bosnian Church The Bosnian Church ( sh-Latn-Cyrl, separator=/, Crkva bosanska, Црква Босанска) was a Christian church in medieval Bosnia and Herzegovina that was independent of and considered heretical by both the Catholic and the Eastern Orthodo ...
(traditionally considered closely related to the
Bogomils Bogomilism ( Bulgarian and Macedonian: ; sh-Latn-Cyrl, separator=" / ", bogumilstvo, богумилство) was a Christian neo-Gnostic or dualist sect founded in the First Bulgarian Empire by the priest Bogomil during the reign of Tsar P ...
) was considered heretic by both Orthodox and Catholics. Religious dissimilarity was thus also a source for constant political tensions in the region.


Military actions during the reign of Ivan Alexander

During the civil war in Byzantium both
Palaiologos The House of Palaiologos ( Palaiologoi; grc-gre, Παλαιολόγος, pl. , female version Palaiologina; grc-gre, Παλαιολογίνα), also found in English-language literature as Palaeologus or Palaeologue, was a Byzantine Greek f ...
and
Kantakouzenos The House of Kantakouzenos ( Kantakouzenoi; el, Καντακουζηνός, pl. Καντακουζηνοί), Latinized as Cantacuzenus and anglicized as Cantacuzene, was one of the most prominent Greek noble families of the Byzantine Empire in t ...
were trying to find external allies and used foreign mercenaries. The Bulgarian Emperor supported the first opponent whose stronghold was Constantinople. John Kantakouzenos on the other hand regularly hired Ottoman Turk mercenaries from
Asia Minor Anatolia, tr, Anadolu Yarımadası), and the Anatolian plateau, also known as Asia Minor, is a large peninsula in Western Asia and the westernmost protrusion of the Asian continent. It constitutes the major part of modern-day Turkey. The re ...
who soon became a fixture on the battlefields in
Thrace Thrace (; el, Θράκη, Thráki; bg, Тракия, Trakiya; tr, Trakya) or Thrake is a geographical and historical region in Southeast Europe, now split among Bulgaria, Greece, and Turkey, which is bounded by the Balkan Mountains to ...
. The Byzantines often lost control over the Ottomans then as the latter regularly plundered villages in the Southern Balkans after the 1320s. In 1344,
Momchil Momchil ( bg, Момчил, el, Μομ ζίλος or Μομιτζίλας, sr, Момчило / Momčilo;  – 7 July 1345) was a 14th-century Bulgarian brigand and local ruler. Initially a member of a bandit gang in the borderlands ...
, the independent Bulgarian ruler of the Rhodope and Aegean regions, whose army grew to 2,000 men, took an important role in the Byzantine civil war. While at first he supported John Kantakouzenos, from the spring of 1344 Momchil reneged, provoked by the aggression of the Ottoman allies. In June he defeated the Ottoman fleet near the Portogalos bay.Ioannes Cantacuzenus. Historiarum... 2, p.427 According to sources, at night the Bulgarian ruler sent boats to burn the anchored Ottoman ships and soon after he defeated the army of Kantakouzenos at
Mosynopolis Mosynopolis ( el, Μοσυνόπολις), of which only ruins now remain in Greek Thrace, was a city in the Roman province of Rhodope, which was known until the 9th century as Maximianopolis (Μαξιμιανούπολις) or, to distinguish ...
. Probably the first local ruler to become aware of the impending Ottoman threat, Momchil unsuccessfully pleaded with the emperors of Bulgaria and Byzantium for help. Even though his troops continued the resistance in the Eastern Rhodopes, in May 1345 the Turks led by Umur Beg marched from Asia Minor and devastated Bulgarian territories driving away people and livestock. Soon after, on 7 July 1345, Ottoman forces under Umur Beg defeated Momchil's army in the battle of Peritor near his capital
Xanthi Xanthi ( el, Ξάνθη, ''Xánthi'', ) is a city in the region of Western Thrace, northeastern Greece. It is the capital of the Xanthi regional unit of the region of East Macedonia and Thrace. Amphitheatrically built on the foot of Rhodope m ...
. Sources attest that the independent ruler perished in the battle without leaving asuccessor, and with little political will or leadership left to counter the Ottoman invasion. During the Byzantine civil wars Ivan Alexander regained control over several towns in Thrace and the Rhodopes but his frequent interference in the internal affairs of Byzantium hampered any closer relations between the two counties despite the peace established in 1332. In 1352 Turkish forces invaded Bulgaria anew, raiding Thrace, particularly the vicinities of Aitos,
Yambol Yambol ( bg, Ямбол ) is a town in Southeastern Bulgaria and administrative centre of Yambol Province. It lies on both banks of the Tundzha river in the historical region of Thrace. It is occasionally spelled ''Jambol''. Yambol is the ad ...
, and
Plovdiv Plovdiv ( bg, Пловдив, ), is the second-largest city in Bulgaria, standing on the banks of the Maritsa river in the historical region of Thrace. It has a population of 346,893 and 675,000 in the greater metropolitan area. Plovdiv is the ...
, and capturing rich spoils. In the same year the Ottomans seized their first fortress on the Balkans, Tsimpe on the Gallipoli peninsula, setting firm foot in Europe. Until 1354 Ottoman forces again ravaged the lands around Yambol and Plovdiv as well as the lower valleys of the
Maritsa Maritsa or Maritza ( bg, Марица ), also known as Meriç ( tr, Meriç ) and Evros ( ell, Έβρος ), is a river that runs through the Balkans in Southeast Europe. With a length of ,Tundzha rivers. In 1355 the Ottomans launched a campaign towards
Sofia Sofia ( ; bg, София, Sofiya, ) is the capital and largest city of Bulgaria. It is situated in the Sofia Valley at the foot of the Vitosha mountain in the western parts of the country. The city is built west of the Iskar river, and h ...
, but were soon engaged by the army of Ivan Alexander's eldest son and heir Michael Asen close to Ihtiman. The Turks prevailed in the following battle, although both sides suffered heavy casualties. Despite the victory and the death of young Michael Asen, the Turks were unable to reach Sofia.


Unsuccessful alliance

The defeat raised serious alert not only in Tarnovo, but also in Constantinople, forcing John Kantakouzenos to abdicate and removing one of the main facilitators of the Ottoman invasion. Faced with threat, Bulgaria and Byzantium made an attempt for rapprochement. In 1355 a daughter of the Bulgarian Emperor, Keratsa, married Andronikos, the infant son of the new Byzantine Emperor
John V Palaiologos John V Palaiologos or Palaeologus ( el, Ἰωάννης Παλαιολόγος, ''Iōánnēs Palaiológos''; 18 June 1332 – 16 February 1391) was Byzantine emperor from 1341 to 1391, with interruptions. Biography John V was the son of E ...
. Unfortunately, the new relations between the houses of Tarnovo and Constantinople did not live up to the expectations of mounting a more significant response to the invading Ottomans. After the death of
Stefan Dušan Stefan Uroš IV Dušan ( sr-Cyrl, Стефан Урош IV Душан, ), known as Dušan the Mighty ( sr, / ; circa 1308 – 20 December 1355), was the King of Serbia from 8 September 1331 and Tsar (or Emperor) and autocrat of the Serbs, Gre ...
on 20 December 1355, the
Serbian Empire The Serbian Empire ( sr, / , ) was a medieval Serbian state that emerged from the Kingdom of Serbia. It was established in 1346 by Dušan the Mighty, who significantly expanded the state. Under Dušan's rule, Serbia was the major power in the ...
lost much of its hegemony in the Western Balkans and the large and ethnically diverse empire split into several successor states. The Bulgarian and Byzantine Empires of the period were once again the only remaining major political powers on the peninsula with the potential to stop the Ottoman expansion. Between 1354 and 1364 the Turks conquered
Thrace Thrace (; el, Θράκη, Thráki; bg, Тракия, Trakiya; tr, Trakya) or Thrake is a geographical and historical region in Southeast Europe, now split among Bulgaria, Greece, and Turkey, which is bounded by the Balkan Mountains to ...
as a number of important fortresses and towns, such as Plovdiv and
Stara Zagora Stara Zagora ( bg, Стара Загора, ) is the sixth-largest city in Bulgaria, and the administrative capital of the homonymous Stara Zagora Province. Name The name comes from the Slavic root ''star'' ("old") and the name of the medieva ...
fell under attack. From the end of the 1350s Ottoman military units even reached the surroundings of the capital as, according to sources, the Emperor took precautions to strengthen the city walls. Ottoman chronicler Seadeddin suggests that Turkish advance between 1359 and 1364 involved destruction and depopulation of many areas: the towns
Plovdiv Plovdiv ( bg, Пловдив, ), is the second-largest city in Bulgaria, standing on the banks of the Maritsa river in the historical region of Thrace. It has a population of 346,893 and 675,000 in the greater metropolitan area. Plovdiv is the ...
,
Stara Zagora Stara Zagora ( bg, Стара Загора, ) is the sixth-largest city in Bulgaria, and the administrative capital of the homonymous Stara Zagora Province. Name The name comes from the Slavic root ''star'' ("old") and the name of the medieva ...
, and
Sliven Sliven ( bg, Сливен ) is the eighth-largest city in Bulgaria and the administrative and industrial centre of Sliven Province and municipality in Northern Thrace. Sliven is famous for its heroic Haiduts who fought against the Ottoman Turk ...
were devastated, and others such as Venets and Sotirgrad were completely destroyed. Destruction was accompanied by slaughter and deportation of the local populace to Asia Minor. Not only was there a total lack of coordination between the two Empires, but they also quarreled over the
Black Sea The Black Sea is a marginal mediterranean sea of the Atlantic Ocean lying between Europe and Asia, east of the Balkans, south of the East European Plain, west of the Caucasus, and north of Anatolia. It is bounded by Bulgaria, Georgia, Rom ...
ports of
Mesembria Mesembria ( grc, Μεσημβρία; grc-x-doric, Μεσαμβρία, Mesambria) was an important Greek city in ancient Thrace The Thracians (; grc, Θρᾷκες ''Thrāikes''; la, Thraci) were an Indo-European speaking people who in ...
and Anchialos. Bulgaria successfully defended them in 1364, but the continuing conflict deepened the distrust and animosity between the two states despite the impending danger.


The last years of Ivan Alexander

Apart from the economic devastation and military threat from the south, Bulgaria had other problems: in 1365 the
Hungarian King This is a list of Hungarian monarchs, that includes the grand princes (895–1000) and the kings and ruling queens of Hungary (1000–1918). The Principality of Hungary established 895 or 896, following the 9th-century Hungarian conquest of the ...
Louis I Louis I may refer to: * Louis the Pious, Louis I of France, "the Pious" (778–840), king of France and Holy Roman Emperor * Louis I, Landgrave of Thuringia (ruled 1123–1140) * Ludwig I, Count of Württemberg (c. 1098–1158) * Louis I of Blois ...
invaded northwestern Bulgaria, seizing the important Vidin fortress and capturing the eldest living son of the tsar, Ivan Sratsimir.Иречек, К. История на българите, С., 1929, с. 248 In his unsuccessful initial attempts to retake Vidin, Ivan Alexander even resorted to using Ottoman mercenaries. Eventually, in the summer of 1369, the Bulgarian Emperor restored his authority over the Vidin Province with the help of the
Wallachia Wallachia or Walachia (; ro, Țara Românească, lit=The Romanian Land' or 'The Romanian Country, ; archaic: ', Romanian Cyrillic alphabet: ) is a historical and geographical region of Romania. It is situated north of the Lower Danube and s ...
n ''
voivode Voivode (, also spelled ''voievod'', ''voevod'', ''voivoda'', ''vojvoda'' or ''wojewoda'') is a title denoting a military leader or warlord in Central, Southeastern and Eastern Europe since the Early Middle Ages. It primarily referred to the me ...
'' Vladislav I, but that proved to be his last success. After Ivan Alexander's death on 17 February 1371, the lands populated by Bulgarians were divided into several independent states. Much of the former territory of the
Second Bulgarian Empire The Second Bulgarian Empire (; ) was a medieval Bulgarian state that existed between 1185 and 1396. A successor to the First Bulgarian Empire, it reached the peak of its power under Tsars Kaloyan and Ivan Asen II before gradually being conque ...
came under the rule of the tsar's third son
Ivan Shishman Ivan Shishman ( bg, Иван Шишман) ruled as emperor (tsar) of Bulgaria in Tarnovo from 1371 to 3 June 1395. The authority of Ivan Shishman was limited to the central parts of the Bulgarian Empire. In the wake of the death of Ivan Alexa ...
; the northwestern areas were the dominance of the eldest son Ivan Sratsimir, despot
Dobrotitsa Dobrotitsa ( bg, Добротица, ; ro, Dobrotici or ; in contemporaneous Byzantine documents; ''Dobrodicie'' in contemporaneous Genoese documentsM. Balard, ''Actes de Kilia du notaire Antonio di Ponzo, 1360'' in ''Genes et l'Outre-Mer'', II ...
held
Dobruja Dobruja or Dobrudja (; bg, Добруджа, Dobrudzha or ''Dobrudža''; ro, Dobrogea, or ; tr, Dobruca) is a historical region in the Balkans that has been divided since the 19th century between the territories of Bulgaria and Romania. I ...
, and most of Macedonia was divided into several feudal states controlled by Serbian nobles.


Battle of Chernomen and its consequences

In 1371 two feudal lords in Macedonia organised a campaign against the Turks. Serbian brothers Vukashin and Uglesha, respectively the king of
Prilep Prilep ( mk, Прилеп ) is the fourth-largest city in North Macedonia. It has a population of 66,246 and is known as "the city under Marko's Towers" because of its proximity to the towers of Prince Marko. Name The name of Prilep appea ...
and the despot of Ser, gathered a numerous Christian army aiming to stop the Muslim invaders. Uglesha, whose lands bordered Ottoman territory to the east, realized the threat and unsuccessfully appealed to Serbian and Bulgarian states for help. Ruling over mixed Serbian-Greek-Bulgarian population, the two brothers set off to the east with 20 to 70,000 strong ethnically diverse army. Considerably less numerous troops led by Lala Şahin Pasha attacked the united Balkan forces at night on 26 September as the latter camped by the village of
Chernomen Ormenio ( el, Ορμένιο, tr, Çirmen, bg, Черномен, Chernomen) is the northernmost place in all of Greece. It is part of the municipal unit of Trigono in the Evros regional unit of Thrace. It is situated near the right bank of the r ...
in the lower
Maritsa Maritsa or Maritza ( bg, Марица ), also known as Meriç ( tr, Meriç ) and Evros ( ell, Έβρος ), is a river that runs through the Balkans in Southeast Europe. With a length of ,Murad I Murad I ( ota, مراد اول; tr, I. Murad, Murad-ı Hüdavendigâr (nicknamed ''Hüdavendigâr'', from fa, خداوندگار, translit=Khodāvandgār, lit=the devotee of God – meaning "sovereign" in this context); 29 June 1326 – 15 Jun ...
embarked on another campaign overrunning
Northern Thrace Northern Thrace or North Thrace ( bg, Северна Тракия, as opposed to Western Thrace and East Thrace to the south; tr, Kuzey Trakya; el, Βόρεια Θράκη), also called Bulgarian Thrace, constitutes the northern and largest pa ...
and forcing young Ivan Shishman to pull back north of the
Balkan Mountains The Balkan mountain range (, , known locally also as Stara planina) is a mountain range in the eastern part of the Balkan Peninsula in Southeastern Europe. The range is conventionally taken to begin at the peak of Vrashka Chuka on the border bet ...
. A number of fortresses fell, though after prolonged and fierce sieges: the town of Diampol, for instance, fought against the forces of Timurtash for months but was eventually forced to surrender because of food shortage.Seadeddin, Chronica dell' origine e progresse della casa ottomana. Vienna, 1649, p. 101 One of Ivan Shishman's ''
voivode Voivode (, also spelled ''voievod'', ''voevod'', ''voivoda'', ''vojvoda'' or ''wojewoda'') is a title denoting a military leader or warlord in Central, Southeastern and Eastern Europe since the Early Middle Ages. It primarily referred to the me ...
s'', Shishkin, was killed in battle on the southern skirts of the Balkan Mountains further easing the Ottoman conquest of the Rhodopes,
Kostenets Kostenets ( bg, Костенец ) is a town in Sofia Province in southwestern Bulgaria, and the administrative centre of the Kostenets Municipality (which also contains a separate village of Kostenets). The town is situated at the foot of Rila ...
, Ihtiman, and
Samokov Samokov ( bg, Самоков ) is a town in Sofia Province in the southwest of Bulgaria. It is situated in a basin between the mountains Rila and Vitosha, 55 kilometres from the capital Sofia. Due to the suitable winter sports conditions, Sam ...
. After a bloody siege they captured
Bitola Bitola (; mk, Битола ) is a city in the southwestern part of North Macedonia. It is located in the southern part of the Pelagonia valley, surrounded by the Baba, Nidže, and Kajmakčalan mountain ranges, north of the Medžitlija-Níki ...
in the southwest and soon encroached on the
Sofia Valley The Sofia Valley ( bg, Софийска котловина, Sofiyska kotlovina), or Sofia Field ( bg, Софийско поле, Sofiysko pole, link=no), is a valley in central western Bulgaria bordering Stara Planina to the northeast, the Viskyar ...
. In 1373 Ivan Shishman was forced to negotiate a humiliating peace treaty: he became an Ottoman vassal strengthening the union with a marriage between Murad and Shishman's sister
Kera Tamara Tamara Hejtan ( bg, Кера Тамара; circa 1340 - died after 1378) was a Bulgarian princess, the daughter of the Bulgarian Emperor Ivan Alexander and his second wife Sarah-Theodora. Life Kera Tamara was a sister of Ivan Shishman and Ivan ...
. To compensate, the Ottomans returned some of the conquered lands, including Ihtiman and Samokov. Between 1371 and 1373 the Ottomans emerged as a considerable power on the Balkans. They ruled over the entire Thrace and had seized the lands of Uglesha in Eastern Macedonia and managed to subordinate Vukashin's son Marko and Ivan Shishman who became their vassals.


The fall of the Rhodopes

During the same period (1371–1373) the invaders took control of the Rhodopes, a mountain studded with strong and well-guarded fortresses, approaching from the north. The Rakovitsa fortress (now in ruins) was besieged by Daud Pasha and fiercely defended by its ''voivoda'' Kurt; after futile attempts to capture it with force, the Turks agreed to negotiations and the Bulgarians surrendered keeping their property. Similarly, the population of
Tsepina Tsepina ( bg, Цепина) or Tzepaina ( el, Τζέπαινα) was a castle and town in the western Rhodope mountains, southern Bulgaria, now in ruins. It is from the Dorkovo village in the north-eastern part of the Chepino Valley. Tsepina is ...
, one of the strategic fortresses of the Rhodopes, resisted Ottoman attacks for nine months before surrendering in return for their lives and property after Daud Pasha cut off the water supplies. In the same way Stanimaka (
Asenovgrad Asenovgrad ( bg, Асеновград ) is a town in central southern Bulgaria, part of Plovdiv Province. It is the largest town in Bulgaria that is not a province center. Previously known as ''Stanimaka'' (; el, Στενήμαχος), it was ...
) was taken and soon after fell the northern Rhodopes fortress of Batkun whose commander Georgi died in the final assault. The Ottomans faced a stubborn resistance in the Rhodopes interior: central areas were invaded by the armies of Dzhedit Pasha and Ibrahim Pasha. The former advanced through the road between Stanimaka and
Bachkovo Monastery The Bachkovo Monastery of the Dormition of the Theotokos ( bg, Бачковски манастир "Успение Богородично", ''Bachkovski manastir'', ka, პეტრიწონის მონასტერი, ''Petritsonis M ...
along the valley of Chepelarska river, while Ibrahim pasha set off from Plovdiv via Parvenets and then through the valley of
Vacha River The Vacha (, ) is a river in south Bulgaria, one of the main right tributaries of the Maritsa. It is 104 km long and is formed by the confluence of the rivers Buynovska (cirillic: Буйновска река), Trigradska (cirillic: триг ...
. Fighting occurred at Zarenitsa, Zagrad, Gradishte, Chiltepe and Karakulas (along Vacha), Imaretdere and Momina Voda (heights close to
Ardino Ardino ( bg, Ардино, formerly tr, Eğridere) is a town in southern Bulgaria, in the Rhodope Mountains. It is located in Kardzhali Province and it is also close to Smolyan. It is famous for its textile industry. It has a machine-building ...
) among others. Especially ferocious were the engagements at Momina Voda, where prominent Ottoman general Sarǎ Baba was killed, and Karakulas where Enihan Baba perished.


Fall of Sofia

While Ivan Shishman was desperately trying to resist against the strong Ottoman pressure, his brother Ivan Sratsimir not only withheld help but tried to make use of the difficulties which his brother faced to expand his domains over certain areas of the Tarnovo Tsardom. As Shishman's attention was pointed to the south, Ivan Sratsimir took control of the important city of
Sofia Sofia ( ; bg, София, Sofiya, ) is the capital and largest city of Bulgaria. It is situated in the Sofia Valley at the foot of the Vitosha mountain in the western parts of the country. The city is built west of the Iskar river, and h ...
which was disputed between the two brothers. However, by 1373 the city was again in the Tarnovo Tsardom and it is possible that there was an armed conflict between the two Bulgarian states. Despot Dobrotitsa also did not give any support to the Emperor in Tarnovo. He was in conflict with
Genova Genoa ( ; it, Genova ; lij, Zêna ). is the capital of the Italian region of Liguria and the sixth-largest city in Italy. In 2015, 594,733 people lived within the city's administrative limits. As of the 2011 Italian census, the Province of G ...
and was involved in the internal affairs of the
Empire of Trebizond The Empire of Trebizond, or Trapezuntine Empire, was a monarchy and one of three successor rump states of the Byzantine Empire, along with the Despotate of the Morea and the Principality of Theodoro, that flourished during the 13th through ...
trying to put on its throne his son-in-law. After the temporary quiet which followed after 1373, in 1380 the Ottomans again started hostilities. With a large army Sultan Murad moved towards the southwestern regions of the Tarnovo Tsardom with the main objective to seize its center Sofia. After a bloody clash in the
Zlatitsa Zlatitsa ( bg, Златица ) is a town and the seat of the Zlatitsa Municipality in southern Bulgaria located in the Zlatitsa-Pirdop valley. It lies between Stara Planina to the north and Sredna Gora to the south at above sea level. It is si ...
valley the Turks moved on to Sofia and besieged it. The city which was commanded by ban
Yanuka Ban Yanuka ( Bulgarian: Бан Янука), defender of Sofia from Ottoman Turks in the late 14th century was the manager/deputy of the Tsar Ivan Shishman in Sredets : ''Sredets is also a medieval name of Sofia. For the district in Sofia, see Sr ...
repulsed all the attacks of the superior Ottoman forces under Lala Şahin. The later could not continue the siege and was forced to pull back to
Odrin Edirne (, ), formerly known as Adrianople or Hadrianopolis (Greek: Άδριανούπολις), is a city in Turkey, in the northwestern part of the province of Edirne in Eastern Thrace. Situated from the Greek and from the Bulgarian borders, ...
where he reported his failure to the Sultan. While he was absent the Turks managed to infiltrate Sofia and one Muslim Bulgarian captured ban Yanuke while hunting and sent him to Lala Şahin who was in Plovdiv at that time. From there the Bulgarian commander was sent back to Sofia and when the defenders saw their captured leader they surrendered the city to the Ottomans (1382). The Ottomans installed a strong garrison and brought Muslim settlers from Asia Minor. On the following year fell
Serres Sérres ( el, Σέρρες ) is a city in Macedonia, Greece, capital of the Serres regional unit and second largest city in the region of Central Macedonia, after Thessaloniki. Serres is one of the administrative and economic centers of Northe ...
The new Ottoman success did not bring together Ivan Shishman and Ivan Sratsimir. Between 1384 and 1386 a war broke out between Bulgaria and
Wallachia Wallachia or Walachia (; ro, Țara Românească, lit=The Romanian Land' or 'The Romanian Country, ; archaic: ', Romanian Cyrillic alphabet: ) is a historical and geographical region of Romania. It is situated north of the Lower Danube and s ...
, and the
Vlachs "Vlach" ( or ), also "Wallachian" (and many other variants), is a historical term and exonym used from the Middle Ages until the Modern Era to designate mainly Romanians but also Aromanians, Megleno-Romanians, Istro-Romanians and other Easte ...
seized several settlements along the
Danube The Danube ( ; ) is a river that was once a long-standing frontier of the Roman Empire and today connects 10 European countries, running through their territories or being a border. Originating in Germany, the Danube flows southeast for , pa ...
but were later defeated and their ''
voivoda Voivode (, also spelled ''voievod'', ''voevod'', ''voivoda'', ''vojvoda'' or ''wojewoda'') is a title denoting a military leader or warlord in Central, Southeastern and Eastern Europe since the Early Middle Ages. It primarily referred to the m ...
'' Dan I was killed. Ivan Sratsimir took part in the action as an ally of the Vlachs which deepened the mistrust between the two brothers. After the Ottomans secured the possession of the area around Sofia, they continued their march to the northwest. The main objective of Murad was to break the ties between Bulgaria and Serbia because despite the fact that Ivan Shishman was his vassal, Murad did not trust him and knew that the Bulgarian ruler was waiting for an appropriate opportunity to renege. After bitter fighting, in 1386 the Turks seized
Pirot Pirot ( sr-cyr, Пирот) is a city and the administrative center of the Pirot District in southeastern Serbia. According to 2011 census, the urban area of the city has a population of 38,785, while the population of the city administrative are ...
and Naissus, killing and enslaving many Bulgarians.


The campaign of 1388

The advance of the Ottomans in the central parts of the Balkan peninsula caused serious anxiety not only for Ivan Shishman but also in Serbia and
Bosnia Bosnia and Herzegovina ( sh, / , ), abbreviated BiH () or B&H, sometimes called Bosnia–Herzegovina and Pars pro toto#Geography, often known informally as Bosnia, is a country at the crossroads of Southern Europe, south and southeast Euro ...
. The
Serbia Serbia (, ; Serbian: , , ), officially the Republic of Serbia ( Serbian: , , ), is a landlocked country in Southeastern and Central Europe, situated at the crossroads of the Pannonian Basin and the Balkans. It shares land borders with Hu ...
n Prince Lazar and the Bosnian King Tvardko organized an anti-Ottoman coalition and the Bulgarian Emperor joined them but was unable to send troops. In 1387 the united forces of
Bosnians Bosnians (Bosnian language: / ; / , / ) are people identified with the country of Bosnia and Herzegovina or with the region of Bosnia. As a common demonym, the term ''Bosnians'' refers to all inhabitants/citizens of the country, regardless ...
and
Serbs The Serbs ( sr-Cyr, Срби, Srbi, ) are the most numerous South Slavs, South Slavic ethnic group native to the Balkans in Southeastern Europe, who share a common Serbian Cultural heritage, ancestry, Culture of Serbia, culture, History of ...
defeated the Ottomans in the
Battle of Pločnik The Battle of Pločnik was fought sometime between 1385 and 1387 near the village of Pločnik (near Prokuplje in today's southeastern Serbia), between the forces of Serbian Prince Lazar Hrebeljanović, and the invading Ottoman Army of Sultan ...
. However, while the Christian states did not make any attempt to exploit the victory, the Turks' reaction was swift. In 1388 a 30,000 strong army commanded by Ali Pasha passed through the eastern
Balkan Mountains The Balkan mountain range (, , known locally also as Stara planina) is a mountain range in the eastern part of the Balkan Peninsula in Southeastern Europe. The range is conventionally taken to begin at the peak of Vrashka Chuka on the border bet ...
and struck deep into Bulgaria's north. The Bulgarians were completely surprised and the invaders seized Ovech,
Shumen Shumen ( bg, Шумен, also romanized as ''Shoumen'' or ''Šumen'', ) is the tenth largest city in Bulgaria and the administrative and economic capital of Shumen Province. Etymology The city was first mentioned as ''Šimeonis'' in 1153 by t ...
, Madara and other towns. Due to the surprise campaign at first the towns and the castles were unable to organize proper defence but after the initial shock the Bulgarians took precautions. When the army of Ali Pasha besieged Varna, the defenders stiffly resisted and the Turks were forced to abandon the siege and march northwards. In
Tutrakan Tutrakan ( bg, Тутракан , ro, Тurtucaia, tr, Turtukaya) is a town in northeastern Bulgaria, an administrative centre of the homonymous municipality, part of Silistra Province. It is situated on the right bank of the Danube opposite t ...
the citizens allowed the Turks to install a small garrison but then they killed the Turkish soldiers and prepared for siege. Ali Pasha immediately burned the surrounding fields and soon the starving town had to surrender. After this success they advanced to the west towards
Nicopolis Nicopolis ( grc-gre, Νικόπολις, Nikópolis, City of Victory) or Actia Nicopolis was the capital city of the Roman province of Epirus Vetus. It was located in the western part of the modern state of Greece. The city was founded in 29  ...
, one of the strongest Bulgarian fortresses along the
Danube The Danube ( ; ) is a river that was once a long-standing frontier of the Roman Empire and today connects 10 European countries, running through their territories or being a border. Originating in Germany, the Danube flows southeast for , pa ...
. The defence was organized by Ivan Shishman who was currently in the town. Although the Ottomans had nearly 30,000 men they could not take it and Ali Pasha had to seek reinforcements from Murad himself. According to Seadeddin the Sultan marched to Nikopol with an enormous army firmly decided to seize the town at all costs. When Ivan Shishman faced the new enemy he sought a truce. Murad agreed and the Bulgarians saved Nikopol but were forced to cede another key Danubian fortress, Dorostolon. However, when Ali Pasha reached Silistra, the Bulgarians refused to surrender the town. Murad besieged Nikopol for a second time and this time Ivan Shishman agreed to the Ottoman conditions and a Turkish garrison was installed in Silistra. As a result of the campaign the Turks took most of eastern Bulgaria including several key towns. Now the authority of Ivan Shishman was reduced to the lands to the west of the capital Tarnovo and several castles along the Danube. To the east the Bulgarians kept Varna and the capital of the
Principality of Karvuna The Despotate of Dobruja or Principality of Karvuna ( bg, Добруджанско деспотство or ; ro, Despotatul Dobrogei or ) was a 14th-century quasi-independent polity in the region of modern Dobruja, that split off from the Secon ...
,
Kaliakra Kaliakra ( bg, Калиакра; ro, Caliacra) is a cape in the Southern Dobruja region of the northern Bulgarian Black Sea Coast, which ends with a long and narrow headland east of Kavarna, northeast of Varna and southwest of Mangalia. Th ...
. Probably at that time Ivan Sratsimir became an Ottoman vassal.Ников, П. Турското завладяване на България и съдбата на последните Шишмановци-ИИД, 7-8, 1928, с.98


References

*Васил Н. Златарски, ''История на българската държава през средните векове, Част I, II изд.'', Наука и изкуство, София 1970. *Атанас Пейчев и колектив, ''1300 години на стража'', Военно издателство, София 1984. *Йордан Андреев, Милчо Лалков, ''Българските ханове и царе'', Велико Търново, 1996.


Footnotes

{{DEFAULTSORT:Bulgarian-Ottoman Wars 14th-century conflicts Ottoman period in the history of Bulgaria