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Hydroazidation of trifluoromethyl alkenes with trimethylsilyl azide enabled by organic photoredox catalysis.

Yutao ShiYuliang ZhangXiaochen JiHua-Wen Huang
Published in: Chemical communications (Cambridge, England) (2024)
Herein, we report an organic photoredox-catalyzed hydroazidation of trifluoromethyl alkenes with user-friendly trimethylsilyl azide (TMSN 3 ), enabling a direct access to a broad range of valuable β-CF 3 -azides with exclusive selectivity under mild reaction conditions. The synthetic utility of this reaction was demonstrated by the late-stage modification of complex drug derivatives, scale-up of the reaction and diverse further derivatizations of the β-CF 3 -azide product.
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