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Generation of β-Halo Vinylsulfones through a Multicomponent Reaction with Insertion of Sulfur Dioxide. | LitMetric

Generation of β-Halo Vinylsulfones through a Multicomponent Reaction with Insertion of Sulfur Dioxide.

Chemistry

Department of Chemistry, Fudan University, 220 Handan Road, Shanghai, 200433, P. R. China.

Published: May 2017

A four-component reaction of terminal alkynes, aryldiazonium tetrafluoroborates, sulfur dioxide surrogate of DABCO⋅(SO ) , and potassium halide in the presence of copper(I) chloride (10 mol %) gives rise to β-halo vinylsulfones with good stereoselectivity. The vicinal difunctionalization of alkynes through sulfonylation and halogenation with the insertion of sulfur dioxide works efficiently. A plausible mechanism is proposed, which includes a radical process.

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Source
http://dx.doi.org/10.1002/chem.201701465DOI Listing

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