4.4 Article

Radical-mediated thiodesulfonylation of the vinyl sulfones: access to (α-fluoro)vinyl sulfides

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 38, Pages 5424-5427

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.07.063

Keywords

Fluoroalkenes; Radical reactions; Vinyl sulfides; alpha-Fluoro vinyl sulfides; Vinyl sulfones

Funding

  1. NIGMS [SC1CA138176]
  2. NCI
  3. MBRS RISE [R25 GM61347]

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Radical-mediated thiodesulfonylation of the vinyl and (alpha-fluoro)vinyl sulfones, derived from aldehydes and ketones, with aryl thiols in organic or aqueous medium provided access to vinyl and (a-fluoro)vinyl sulfides. The vinyl sulfides were formed predominantly with E stereochemistry independent of the stereochemistry of the starting vinyl sulfones. (C) 2009 Elsevier Ltd. All rights reserved.

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