Issue 4, 2017

Synthesis of β-keto sulfones via a multicomponent reaction through sulfonylation and decarboxylation

Abstract

A copper(I)-catalyzed synthesis of β-keto sulfones through a multicomponent reaction of aryldiazonium tetrafluoroborates, 3-arylpropiolic acids, sulfur dioxide, and water was developed. This reaction proceeds through a tandem radical process, and the sulfonyl radical, generated from the combination of aryldiazonium tetrafluoroborates with DABCO·(SO2)2, acts as the key intermediate. The transformation involves sulfonylation and decarboxylation, which allows for the efficient synthesis of the desired β-keto sulfones.

Graphical abstract: Synthesis of β-keto sulfones via a multicomponent reaction through sulfonylation and decarboxylation

Supplementary files

Article information

Article type
Research Article
Submitted
09 Jan 2017
Accepted
06 Feb 2017
First published
08 Feb 2017

Org. Chem. Front., 2017,4, 617-621

Synthesis of β-keto sulfones via a multicomponent reaction through sulfonylation and decarboxylation

J. Yu, R. Mao, Q. Wang and J. Wu, Org. Chem. Front., 2017, 4, 617 DOI: 10.1039/C7QO00026J

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