| Literature DB >> 35431717 |
Pengzhi Wang1, Keegan P Fitzpatrick1, Karl A Scheidt1.
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.Entities:
Keywords: N-heterocyclic carbene; acyl azolium; photochemistry; potassium trifluoroborate; radical relay
Year: 2021 PMID: 35431717 PMCID: PMC9012476 DOI: 10.1002/adsc.202101354
Source DB: PubMed Journal: Adv Synth Catal ISSN: 1615-4150 Impact factor: 5.981