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, providi...

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Veröffentlicht in:Organic letters 2020-04, Vol.22 (8), p.3195-3199
Hauptverfasser: Wei, Rongbiao, Xiong, Haigen, Ye, Changqing, Li, Yajun, Bao, Hongli
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creator Wei, Rongbiao
Xiong, Haigen
Ye, Changqing
Li, Yajun
Bao, Hongli
description 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 α-azido esters, an α-azido ketone, and an α-azido cyanide in high yields. These azides can be easily transferred into many kinds of amino acid derivatives.
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subjects Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
title Iron-Catalyzed Alkylazidation of 1,1-Disubstituted Alkenes with Diacylperoxides and TMSN3
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