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France
Much of Charles's reign was taken up by conflicts with France, which found itself encircled by Charles's empire and still maintained ambitions in Italy. The first war with Charles's great nemesis Francis I of France began in 1521. Charles allied with England and Pope Leo X against the French and the Venetians, and was highly successful, driving the French out of Milan and defeating and capturing Francis at the Battle of Pavia in 1525. To gain his freedom, the French king was forced to cede Burgundy to Charles in Treaty of Madrid (1526).
When he was released, however, Francis had the Parliament of Paris denounce the treaty because it had been signed under duress. France then joined the League of Cognac that the Pope had formed with Henry VIII of England, the Venetians, the Florentines, and the Milanese to resist imperial domination of Italy. In the ensuing war, Charles's sack of Rome (1527) and virtual imprisonment of Pope Clement VII in 1527 prevented him from annulling the marriage of Henry VIII of England and Charles's aunt Catherine of Aragon, with important consequences. In other respects, the war was inconclusive. In the Treaty of Cambrai (1529), called the "Ladies' Peace" because it was negotiated between Charles's aunt and Francis's mother, Francis renounced his claims in Italy but retained control of Burgundy.
A third war erupted in 1535, when, following the death of the last Sforza Duke of Milan, Charles installed his own son, Philip, in the duchy, despite Francis's claims on it. This war too was inconclusive. Francis failed to conquer Milan, but succeeded in conquering most of the lands of Charles's ally the Duke of Savoy, including his capital, Turin. A truce at Nice in 1538 on the basis of uti possidetis ended the war, but lasted only a short time. War resumed in 1542, with Francis now allied with Ottoman Sultan Suleiman I and Charles once again allied with Henry VIII. Despite the conquest of Nice by a Franco-Ottoman fleet, the French remained unable to advance into Milan, while a joint Anglo-Imperial invasion of northern France, led by Charles himself, won some successes but was ultimately abandoned, leading to another peace and restoration of the status quo ante in 1544.