Twenty Years' Anarchy in the context of "Medieval Italy"

The history of Italy in the Middle Ages can be roughly defined as the time between the collapse of the Western Roman Empire and the Italian Renaissance. Late antiquity in Italy lingered on into the 7th century under the Ostrogothic Kingdom and the Byzantine Empire under the Justinian dynasty, the Byzantine Papacy until the mid 8th century. The "Middle Ages" proper begin as the Byzantine Empire was weakening under the pressure of the Muslim conquests, and most of the Exarchate of Ravenna finally fell under Lombard rule in 751. From this period, former states that were part of the Exarchate and were not conquered by the Lombard Kingdom, such as the Duchy of Naples, became de facto independent states, having less and less interference from the Eastern Roman Empire.

Lombard rule ended with the invasion of Charlemagne in 773, who established the Kingdom of Italy and the Papal States in large parts of Northern and Central Italy. This set the precedent for the main political conflict in Italy over the following centuries, between the Pope and the Holy Roman Emperor, culminating with conflict between Pope Gregory VII and Henry IV and the latter's "Walk to Canossa" in 1077.

In 717–718, Constantinople, the capital of the Byzantine Empire, was besieged by the Muslim Arabs of the Umayyad Caliphate. The campaign marked the culmination of twenty years of attacks and progressive Arab occupation of the Byzantine borderlands, while Byzantine strength was sapped by prolonged internal turmoil. In 716, after years of preparations, the Arabs, led by Maslama ibn Abd al-Malik, invaded Byzantine Asia Minor. The Arabs initially hoped to exploit Byzantine civil strife and made common cause with the general Leo III the Isaurian, who had risen up against Emperor Theodosius III. Leo, however, deceived them and secured the Byzantine throne for himself.

After wintering in the western coastlands of Asia Minor, the Arab army crossed into Thrace in the early summer of 717 and built siege lines to blockade the city, which was protected by the massive Theodosian Walls. The Arab fleet, which accompanied the land army and was meant to complete the city's blockade by sea, was partly neutralized soon after its arrival by the Byzantine navy through the use of Greek fire. This allowed Constantinople to be resupplied by sea, while the Arab army was crippled by famine and disease during the unusually hard winter that followed. In spring 718, two Arab fleets sent as reinforcements were destroyed by the Byzantines after their Christian crews defected, and an additional army sent overland through Asia Minor was ambushed and defeated. Coupled with attacks by the Bulgars on their rear, the Arabs were forced to lift the siege on 15 August 718. On its return journey, the Arab fleet was almost completely destroyed by natural disasters.

Leo III the Isaurian (Greek: Λέων ὁ Ἴσαυρος, romanized: Leōn ho Isauros; c. 685 – 18 June 741), also known as the Syrian, was the first Byzantine emperor of the Isaurian dynasty from 717 until his death in 741. He put an end to the Twenty Years' Anarchy, a period of great instability in the Byzantine Empire between 695 and 717, marked by the rapid succession of several emperors to the throne, along with ending the continual defeats and territorial losses the Byzantines had suffered during the 7th century. He also successfully defended the Empire against the invading Umayyads and forbade the veneration of icons.