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利用可见光光催化实现烯烃的三氟甲基化和五氟乙基化杂官能团化反应(C-O、C-S和C-N)

Trifluoromethylative and Pentafluoroethylative Heterofunctionalization (C-O, C-S, and C-N) of Alkenes Using Visible Light Photocatalysis.

作者信息

Choi Ye Rin, Kang Seongeun, Hwang Junyeon, An Hongchan, Hong Ki Bum

机构信息

New Drug Development Center (NDDC), Daegu-Gyeongbuk Medical Innovation Foundation (DGMIF), 80 Cheombok-ro, Dong-gu, Daegu 41061, Republic of Korea.

College of Pharmacy and Institute of Pharmaceutical Sciences, CHA University, 120 Haeryong-ro, Pocheon-si, Gyeonggi-do 11160, Republic of Korea.

出版信息

ACS Omega. 2024 Nov 19;9(48):47500-47505. doi: 10.1021/acsomega.4c06017. eCollection 2024 Dec 3.

Abstract

A mild and general method for photoredox-catalyzed trifluoromethylative and pentafluoroethylative heterofunctionalization of alkenes is proposed. In this reaction, the Togni reagent serves as a CF- or CFCF-radical source for the regioselective formation of the C-CF and C-CFCF bonds from alkenes, and additional nucleophiles (O, S, N) provide C-O, C-S, and C-N bonds, respectively. These reactions provide a common gateway to access the fluoroalkylative heterofunctionalization of alkenes.

摘要

提出了一种温和通用的光氧化还原催化烯烃三氟甲基化和五氟乙基化杂官能化方法。在该反应中,Togni试剂作为CF·或CF₂CF·自由基源,用于从烯烃区域选择性地形成C-CF和C-CF₂CF键,额外的亲核试剂(O、S、N)分别提供C-O、C-S和C-N键。这些反应为实现烯烃的氟烷基化杂官能化提供了一条通用途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d2e1/11618445/287892ee411b/ao4c06017_0001.jpg

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