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Visible-Light-Induced Defluorinative α‑C(sp3)–H Alkylation for the Synthesis of gem-Difluoroallylated α‑Trifluoromethylamines

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posted on 2023-11-17, 19:41 authored by Bingran Chen, Qinlin Chen, Yang Liu, Jinxiu Chen, Xi Zhou, Haifeng Wang, Qiongjiao Yan, Wei Wang, Zeyu Cai, Fen-Er Chen
Herein, we describe a novel and efficient photoredox catalytic Cα radical addition/defluoroalkylation coupling reaction between α-trifluoromethyl alkenes and N-trifluoroethyl hydroxylamine. A series of gem-difluoroallylated α-trifluoromethylamines were synthesized by the Cα radical addition enabled by a 1,2-H shift of the in situ-generated N-trifluoroethyl radical. Notably, this protocol is distinguished by its mild conditions, easy operation, and excellent functional group tolerability.

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