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Combined Photoredox and Carbene Catalysis for the Synthesis of γ‐Aryloxy Ketones.

Authors :
Wang, Pengzhi
Fitzpatrick, Keegan P.
Scheidt, Karl A.
Source :
Advanced Synthesis & Catalysis. 2/1/2022, Vol. 364 Issue 3, p518-524. 7p.
Publication Year :
2022

Abstract

N‐heterocyclic carbenes (NHCs) have emerged as catalysts for the construction of C−C bonds in the synthesis of substituted ketones under single‐electron processes. Despite these recent reports, there still remains a need to increase the utility and practicality of these reactions by exploring new radical coupling partners. Herein, we report the synthesis of γ‐aryloxyketones via combined NHC/photoredox catalysis. In this reaction, an α‐aryloxymethyl radical is generated via oxidation of an aryloxymethyl potassium trifluoroborate salt, which is then added into styrene derivatives to provide a stabilized benzylic radical. Subsequent radical‐radical coupling reaction with an azolium radical affords the γ‐aryloxy ketone products. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
16154150
Volume :
364
Issue :
3
Database :
Academic Search Index
Journal :
Advanced Synthesis & Catalysis
Publication Type :
Academic Journal
Accession number :
155006175
Full Text :
https://doi.org/10.1002/adsc.202101354