Issue 21, 2023

Direct C(sp2)–H fluoroalkylation of quinoxalin-2(1H)-ones with (fluoroalkyl)triphenylphosphonium salts and alkenes

Abstract

A photoredox-catalyzed direct C(sp2)–H fluoroalkylation of quinoxalin-2(1H)-ones with (fluoroalkyl)triphenylphosphonium salts and alkenes is described, providing a practical approach for the generation of diverse fluoroalkyl-containing quinoxalin-2(1H)-ones. This methodology exhibits good reaction efficiency, excellent functional group tolerance and extensive structural diversity. In this transformation, difluoromethyl and monofluoroalkyl triphenylphosphonium salts are used as the precursors for providing the corresponding fluoroalkyl radicals via a single electron transfer process under photoredox catalysis.

Graphical abstract: Direct C(sp2)–H fluoroalkylation of quinoxalin-2(1H)-ones with (fluoroalkyl)triphenylphosphonium salts and alkenes

Supplementary files

Article information

Article type
Research Article
Submitted
06 8 2023
Accepted
15 9 2023
First published
15 9 2023

Org. Chem. Front., 2023,10, 5375-5382

Direct C(sp2)–H fluoroalkylation of quinoxalin-2(1H)-ones with (fluoroalkyl)triphenylphosphonium salts and alkenes

W. Wang, T. Zhu and J. Wu, Org. Chem. Front., 2023, 10, 5375 DOI: 10.1039/D3QO01247F

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