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Visible-light photoredox-catalyzed radical aryldifluoromethylation of N -arylacrylamides with S -(difluoromethyl)sulfonium salt.

Authors :
Zhao YS
Huang SJ
Gu YQ
Liu GK
Source :
Organic & biomolecular chemistry [Org Biomol Chem] 2023 May 17; Vol. 21 (19), pp. 4013-4017. Date of Electronic Publication: 2023 May 17.
Publication Year :
2023

Abstract

A facile and highly efficient visible-light photoredox-catalyzed protocol for aryldifluoromethylation of acrylamides was developed using S -(difluoromethyl)sulfonium salt as the difluoromethyl source. With this method, pharmaceutically interesting CF <subscript>2</subscript> H-containing oxindoles were readily accessed from N -arylacrylamides, and this method featured mild reaction conditions, a broad scope of substrates, good tolerance of functional groups, and good to excellent yields. Control experiments revealed that this protocol proceeded through a difluoromethylation/cyclization cascade process.

Details

Language :
English
ISSN :
1477-0539
Volume :
21
Issue :
19
Database :
MEDLINE
Journal :
Organic & biomolecular chemistry
Publication Type :
Academic Journal
Accession number :
37128753
Full Text :
https://doi.org/10.1039/d3ob00488k