4.7 Article

Copper-Catalyzed Decarboxylative Sulfonylation of α,β-Unsaturated Carboxylic Acids

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 17, Pages 8110-8117

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo501314y

Keywords

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Funding

  1. IISc
  2. CSIR [01(2415)/10/EMR-II]
  3. RL Fine Chem
  4. CSIR

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Copper-catalyzed, ligand-promoted decarboxylative coupling of readily available a,fi-unsaturated acids with sodium aryl sulfinates is presented. This method provides a new avenue for the synthesis of vinyl sulfones via a decarboxylative radical coupling strategy by employing a catalytic amount of Cu(ClO4)(2)center dot 6H(2)O, TBHP in decane as an oxidant, and 1,10-phenanthroline as a ligand. The salient feature of this method is that it furnishes exclusively the (E)-isomer.

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