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Photoredox-catalyzed coupling of aryl sulfonium salts with CO2 and amines to access O-aryl carbamates.

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An efficient photoredox-catalyzed three-component coupling reaction of aryl sulfonium salts, carbon dioxide and amines has been developed for the first time. This reaction provides a new strategy for the synthesis… Click to show full abstract

An efficient photoredox-catalyzed three-component coupling reaction of aryl sulfonium salts, carbon dioxide and amines has been developed for the first time. This reaction provides a new strategy for the synthesis of a range of valuable O-aryl carbamates from readily available arenes via a site-selective thianthrenation/carbamoyloxylation two-step process. Mild conditions, broad substrate scope and good functional group tolerance are the features of the transformation. The synthetic utility of the method was demonstrated by the late-stage modification of bioactive molecules and pharmaceuticals.

Keywords: aryl; aryl carbamates; aryl sulfonium; photoredox catalyzed; sulfonium salts

Journal Title: Chemical communications
Year Published: 2022

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