4.5 Article

Electrochemical Coupling of Arylsulfonyl Hydrazides and Tertiary Amines for the Synthesis of β-Amidovinyl Sulfones

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2019, Issue 41, Pages 6951-6955

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901277

Keywords

Organo-electrochemistry; beta-Amidovinyl sulfones; Arylsulfonyl hydrazides; Tertiary amines

Funding

  1. National Research Foundation of Korea (NRF) - Korean government (MSIP) [NRF-2015R1A4A1041036, NRF-2017R1A2B2002929]

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The reaction of arylsulfonyl hydrazides with tertiary amines provided beta-amidovinyl sulfones in good yields under mild electrochemical conditions. The reactions were carried out using an acid, in a solution of nBu(4)NBF(4) in dimethyl sulfoxide in undivided cells with graphite-platinum electrodes under a constant current. The arylsulfonyl hydrazides and tertiary amines were activated via a radical process by electrochemical oxidation and reacted to give the desired beta-amidovinyl sulfones.

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