4.5 Article

Iron(III)-Catalyzed Aerobic Oxidation and Cleavage/Formation of a C-S Bond

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 23, Pages 5083-5088

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201402377

Keywords

Synthetic methods; Sulfur; Iron; Substituent effects; Cleavage reactions; Reaction mechanisms

Funding

  1. State Key Laboratory of Applied Organic Chemistry

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A new iron(III)-catalyzed synthesis of beta-oxo sulfones is described that employs vinylarenes and readily available dimethyl sulfoxide (DMSO) with hydrazine and oxygen as the oxidant. The reaction tolerates various functional group substituents on the vinylarene substrates to afford beta-oxo sulfones in moderate to good yields. The cleavage and formation of the C-S bond are the key steps of this transformation.

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