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      Copper-Catalyzed Aerobic Decarboxylative Sulfonylation of Cinnamic Acids with Sodium Sulfinates: Stereospecific Synthesis of (E)-Alkenyl Sulfones

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          Abstract

          A copper-catalyzed aerobic decarboxylative sulfonylation of alkenyl carboxylic acids with sodium sulfinates is developed. This study offers a new and expedient strategy for stereoselective synthesis of (E)-alkenyl sulfones that are widely present in biologically active natural products and therapeutic agents. Moreover, the transformation is proposed to proceed via a radical process and exhibits a broad substrate scope and good functional group tolerance.

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          Author and article information

          Journal
          The Journal of Organic Chemistry
          J. Org. Chem.
          American Chemical Society (ACS)
          0022-3263
          1520-6904
          August 06 2014
          August 15 2014
          July 25 2014
          August 15 2014
          : 79
          : 16
          : 7372-7379
          Affiliations
          [1 ]State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, China
          Article
          10.1021/jo5010845
          25025539
          99942605-2759-4fbc-a024-e733a0e6d8d1
          © 2014
          History

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