Issue 14, 2018

Visible light-induced aryltrifluoromethylation of hydroxy alkenes via radical trifluoromethylation-triggered aryl and heteroaryl migration

Abstract

An efficient protocol was developed to achieve the aryltrifluoroalkylation of hydroxy alkenes via radical trifluoromethylation-triggered aryl migration. This method possesses several interesting features: (I) visible light is used as the sole promoter; (II) a new version of Umemoto's reagent [2,8-difluoro-S-(trifluoromethyl)dibenzothiophenium triflate], which is stable, cheap and recyclable, serves as the CF3 source; (III) the aryl migration is chemoselective; (IV) structurally diverse trifluoromethyl ketones can be produced.

Graphical abstract: Visible light-induced aryltrifluoromethylation of hydroxy alkenes via radical trifluoromethylation-triggered aryl and heteroaryl migration

Supplementary files

Article information

Article type
Research Article
Submitted
28 Apr 2018
Accepted
14 Jun 2018
First published
15 Jun 2018

Org. Chem. Front., 2018,5, 2224-2228

Visible light-induced aryltrifluoromethylation of hydroxy alkenes via radical trifluoromethylation-triggered aryl and heteroaryl migration

H. Wang, Q. Xu and S. Yu, Org. Chem. Front., 2018, 5, 2224 DOI: 10.1039/C8QO00430G

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