首页|Transition-metal free trifluoromethylimination of alkenes enabled by direct activation of N-unprotected ketimines

Transition-metal free trifluoromethylimination of alkenes enabled by direct activation of N-unprotected ketimines

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A highly site-selective intermolecular trifluoromethylimination of activated and unactivated olefins was reported under transition-metal-and photosensitizer-free conditions.This newly developed strategy pro-vides straightforward and efficient access to diverse value-added vicinal trifluoromethyl amines without resorting to the pre-functionalized reagents.Mechanistic experiments demonstrate that the approach pro-ceeded through CF3 and iminyl two-radicals process,which were generated directly from commercially available benzophenone imine in a novel electron-donor mode via a SET process activated by the bifunc-tional hypervalent iodine reagents.The synthetic potential of the protocols was further showcased via the condensation/amination sequential cascade,and transformations to access β-CF3 primary amines.

Transition-metal freeAlkenes difunctionalizationAminationTrifluoromethylationSingle-electron transfer

Boqiang Wang、Yongzhuo Xu、Jiajia Wang、Muyang Yang、Guo-Jun Deng、Wen Shao

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Key Laboratory for Green Organic Synthesis and Application of Hunan Province,Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education,College of Chemistry,Xiangtan University,Xiangtan 411105,China

Department School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(9)