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Visible light-induced deoxygenation/cyclization of salicylic acid derivatives and aryl acetylene for the synthesis of flavonoids†
Xiaodong Fan,Chaoyin He,Mengmeng Ji,Xinhui Sun,Huan Luo,Chao Li,Huixin Tong,Weiya Zhang,Zhizhong Sun,Wenyi Chu
Chemical Communications Pub Date : 05/02/2022 00:00:00 , DOI:10.1039/D2CC01538B
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
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