Charles I of Anjou vs Tamerlane

Charles I of Anjou defeated Manfred of Hohenstaufen at the Battle of Benevento, conquering the Kingdom of Sicily. He was crowned king in Rome with papal support, establishing Angevin rule in southern Italy.

Charles I defeated Conradin of Hohenstaufen at the Battle of Tagliacozzo, ending Hohenstaufen claims to Sicily. Conradin was captured and later executed, solidifying Angevin control and earning Charles a reputation for ruthlessness.

Charles I negotiated with the Pope and other powers to launch a crusade against the Byzantine Empire, aiming to restore the Latin Empire. He used Sicily as a base for naval preparations, but the plan was delayed by the Eighth Crusade.

A popular uprising in Palermo, known as the Sicilian Vespers, expelled Angevin rule from Sicily. The revolt was supported by Peter III of Aragon, leading to a war that cost Charles control of the island and weakened his power.

Charles I died at Foggia, leaving his son Charles II a reduced kingdom. The loss of Sicily and the ongoing war with Aragon ended his dreams of a Mediterranean empire, and the Angevin dynasty never recovered its former power.

Tamerlane conquered Khorasan from the Kartids, capturing Herat and establishing his base of power. This victory marked the beginning of his rise as a major military leader in Central Asia.

After a rebellion in Isfahan, Tamerlane ordered a massacre of the city's inhabitants, reportedly building towers of skulls. The sack was part of his campaign to subdue Persia and served as a brutal warning to other cities.

Tamerlane invaded the Delhi Sultanate, defeating Sultan Nasir-ud-Din Mahmud Shah Tughluq at the Battle of Delhi. His army sacked Delhi, massacring tens of thousands of civilians and looting the city's wealth, including the Peacock Throne.

Tamerlane besieged and sacked Damascus, burning the Umayyad Mosque and deporting artisans to Samarkand. The destruction was part of his campaign against the Mamluk Sultanate, which had refused to submit to his authority.

Tamerlane defeated the Ottoman Sultan Bayezid I at the Battle of Ankara, capturing him. The victory shattered Ottoman power and led to a civil war in the Ottoman Empire, delaying their conquest of Constantinople by 50 years.

Tamerlane died of illness while leading a massive army towards the Ming dynasty of China. His death ended the campaign and led to the fragmentation of his empire among his sons and grandsons.