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Direct C-H Trifluoromethylation of Glycals by Photoredox Catalysis.

Authors :
Wang B
Xiong DC
Ye XS
Source :
Organic letters [Org Lett] 2015 Nov 20; Vol. 17 (22), pp. 5698-701. Date of Electronic Publication: 2015 Nov 12.
Publication Year :
2015

Abstract

A mild, efficient, and practical transformation for the direct C-H trifluoromethylation of glycals under visible light has been reported for the first time. This reaction employed fac-Ir(3+)(ppy)3 as the photocatalyst, Umemoto's reagent as the CF3 source, and a household blue LED or sunlight as the light source. Glycals bearing both electron-withdrawing and -donating protective groups performed this reaction smoothly. This visible light-mediated trifluoromethylation reaction was highlighted by the trifluoromethylation of the biologically important Neu2en moiety.

Details

Language :
English
ISSN :
1523-7052
Volume :
17
Issue :
22
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
26562610
Full Text :
https://doi.org/10.1021/acs.orglett.5b03016