Issue 43, 2022

Visible light-induced deoxygenation/cyclization of salicylic acid derivatives and aryl acetylene for the synthesis of flavonoids

Abstract

A visible-light-induced photocatalytic strategy for the synthesis of flavonoids has been developed through the deoxygenative/cyclization reaction of salicylic acid derivatives with aryl acetylene using diphenyl sulfide as an O-transfer reagent. Based on the controlled experiments, the mechanism of visible-light-induced free radical coupling cyclization was proposed. The protocol obtained 51 flavonoids in good yields and has been successfully applied to the synthesis of some natural flavones.

Graphical abstract: Visible light-induced deoxygenation/cyclization of salicylic acid derivatives and aryl acetylene for the synthesis of flavonoids

Supplementary files

Article information

Article type
Communication
Submitted
17 Mar 2022
Accepted
02 May 2022
First published
02 May 2022

Chem. Commun., 2022,58, 6348-6351

Visible light-induced deoxygenation/cyclization of salicylic acid derivatives and aryl acetylene for the synthesis of flavonoids

X. Fan, C. He, M. Ji, X. Sun, H. Luo, C. Li, H. Tong, W. Zhang, Z. Sun and W. Chu, Chem. Commun., 2022, 58, 6348 DOI: 10.1039/D2CC01538B

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