Iron-Catalyzed Alkylazidation of 1,1-Disubstituted Alkenes with Diacylperoxides and TMSN3

An iron-catalyzed radical alkylazidation of electron-deficient alkenes is reported. Alkyl diacyl peroxides work as the alkyl source, and trimethylsilyl azide acts as the azido reservoir. This method features mild reaction conditions, wide substrate scope, and good functional group tolerance, providing a range of alpha-azido esters, an alpha-azido ketone, and an alpha-azido cyanide in high yields. These azides can be easily transferred into many kinds of amino acid derivatives.