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Visible-Light-Induced Acylative Coupling of Benzoic Acid Derivatives with Alkenes to Dihydrochalcones.

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A strategy was developed for the visible-light-induced photocatalytic synthesis of dihydrochalcone via the deoxygenation and coupling of benzoic acid derivatives with alkenes using diphenyl sulfide as the O-transfer reagent. Under… Click to show full abstract

A strategy was developed for the visible-light-induced photocatalytic synthesis of dihydrochalcone via the deoxygenation and coupling of benzoic acid derivatives with alkenes using diphenyl sulfide as the O-transfer reagent. Under mild photoredox conditions, a series of dihydrochalcone derivatives were produced in moderate to good yields. A mechanism for the visible-light-induced free-radical coupling was proposed on the basis of the control experiments. The protocol provides a new strategy the generation of acyl radicals from carboxylic acids and the synthesis of dihydrochalcones.

Keywords: coupling benzoic; light induced; visible light; acid derivatives; benzoic acid

Journal Title: Organic letters
Year Published: 2022

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