Synthesis 2019; 51(11): 2323-2330
DOI: 10.1055/s-0037-1610869
paper
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Three-Component Coupling Reaction of Aryl Iodides, a Disilathiane, and Alkyl Benzoates Leading to a One-Pot Synthesis of Alkyl Aryl Sulfides

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Publication History

Received: 09 January 2019

Accepted after revision: 12 February 2019

Publication Date:
18 March 2019 (online)


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Abstract

A copper-catalyzed three-component coupling reaction of aryl iodides, hexamethyldisilathiane and alkyl benzoates leading to alkyl aryl sulfides has been demonstrated. A disilathiane acted as both a sulfur source and a promoter of the sulfidation, and the alkyl moiety of the alkyl benzoate was effectively introduced on one side of the sulfide. Moreover, we found that the protocol can be expanded to the preparation of ethyl phenyl selenide with diphenyl diselenide.

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