化学
三氟甲基
甲苯
组合化学
有机化学
键裂
催化作用
烷基
作者
Yikang Shi,Jinhuan Nie,Zhigang Wu,Xiaochen Ji,Huawen Huang
标识
DOI:10.1021/acs.orglett.3c03713
摘要
Herein, we report a photoredox enabled defluorinative benzylation of trifluoromethyl alkenes with readily available alkylarenes, which provides convenient access to a series of structurally valuable benzylated gem-difluoroalkenes under mild reaction conditions. The synthetic value of this protocol has been demonstrated by the transformations of several substrates bearing drug moieties, gram-scale reactions, and various further derivatizations of the gem-difluoroalkene products. The preliminary mechanistic investigations suggest a reaction pathway with rate-determining benzyl C–H bond cleavage of toluene followed by benzylic radical formation.
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