The Shuttle of Sulfur Dioxide: Iridium/Copper‐Cocatalyzed Trifluoromethylfluorosulfonylation of Alkenes

Author:

Yang Yi‐Fei1,Xiao Fang1,Lin Jin‐Hong12,Xiao Ji‐Chang1ORCID

Affiliation:

1. Key Laboratory of Organofluorine Chemistry Shanghai Institute of Organic Chemistry University of Chinese Academy of Sciences Chinese Academy of Sciences 345 Lingling Road 200032 Shanghai People's Republic of China

2. Department of Chemistry Innovative Drug Research Center Shanghai University 200444 Shanghai People's Republic of China

Abstract

AbstractDepending on the nature of the attached functional moiety, the sulfonyl radical can either undergo an automatic SO2 liberation or react directly as the thermodynamically favored sulfonyl radical. Taking advantage of this unique property, we envisioned that through rational reaction design, the in situ release and re‐insertion of SO2, i. e., the shuttle of SO2, can be realized. Herein we report our recent progress in copper metallaphotoredox co‐catalyzed trifluoromethyl‐fluorosulfonylation of alkenes with TFSP as both the CF3 and SO2 source. Valuable functional groups are added across the double bonds. Besides, A wide array of synthetically useful moieties featuring distinct electronic patterns and various nitrogenous heterocycles are well tolerated by this strategy.magnified image

Funder

National Key Research and Development Program of China

Publisher

Wiley

Subject

General Chemistry

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