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Trifluoromethylation of Unactivated Alkenes with Me₃SiCF₃ and N-Iodosuccinimide

Author:
Yang, Xinkan, Tsui, Gavin Chit
Source:
Organic letters 2019 v.21 no.5 pp. 1521-1525
ISSN:
1523-7052
Subject:
alkenes, chemical reactions, feedstocks, irradiation, moieties, photocatalysts
Abstract:
A novel approach to the trifluoromethylation of unactivated alkenes is presented. This reaction is promoted by N-iodosuccinimide (NIS) under visible light irradiation without the need for photocatalysts. The mild conditions allow the direct synthesis of useful trifluoromethylated (E)-alkenes from readily available alkene feedstocks with excellent functional group tolerability. In addition, using easy-to-handle and commercial Me₃SiCF₃ instead of gaseous CF₃I as the CF₃ source is highly attractive for industrial-scale applications.
Agid:
6323564