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

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 therapeut...

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Veröffentlicht in:Journal of organic chemistry 2014-08, Vol.79 (16), p.7372-7379
Hauptverfasser: Jiang, Qing, Xu, Bin, Jia, Jing, Zhao, An, Zhao, Yu-Rou, Li, Ying-Ying, He, Na-Na, Guo, Can-Cheng
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Sprache:eng
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Zusammenfassung: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.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo5010845