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Photoredox-Catalyzed Addition of Dibromofluoromethane to Alkenes: Direct Synthesis of 1-Bromo-1-fluoroalkanes.

Authors :
Chen F
Xu XH
Qing FL
Source :
Organic letters [Org Lett] 2021 Mar 19; Vol. 23 (6), pp. 2364-2369. Date of Electronic Publication: 2021 Mar 05.
Publication Year :
2021

Abstract

Reported herein is a direct and efficient route to 1-bromo-1-fluoroalkanes through the reaction of unactivated alkenes with dibromofluoromethane under photoredox catalysis. The key to the success of these addition reactions is the employment of a suitable photoredox catalyst. In particular, hydro- and bromo-bromofluoromethylated products were chemoselectively formed using THF and DMF/H <subscript>2</subscript> O as solvents, respectively. Furthermore, the synthetic application of the prepared 1-bromo-1-fluoroalkanes has been demonstrated by their transformation into a variety of fluorine-containing compounds.

Details

Language :
English
ISSN :
1523-7052
Volume :
23
Issue :
6
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
33666440
Full Text :
https://doi.org/10.1021/acs.orglett.1c00639