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Issue 4, 2017
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Synthesis of β-keto sulfones via a multicomponent reaction through sulfonylation and decarboxylation

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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

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Publication details

The article was received on 09 Jan 2017, accepted on 06 Feb 2017 and first published on 08 Feb 2017


Article type: Research Article
DOI: 10.1039/C7QO00026J
Citation: Org. Chem. Front., 2017,4, 617-621
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    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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