4.5 Article

Copper-Catalyzed Regioselective Sulfenylation of Indoles with Arylsulfonyl Chlorides

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 5, Issue 5, Pages 625-628

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.201600096

Keywords

arylsulfonyl chlorides; copper catalysis; indoles; pyrrolo[2,3-b]pyridine; sulfenylation

Funding

  1. NSF of Jiangsu Province [BK20150129]
  2. Jiangsu Province for the Cultivation of Innovation and Pioneering Doctor [1016010241151030]
  3. 111 Project [111-2-06]
  4. Jiangsu province Collaborative Innovation Center for Advanced Industrial Fermentation industry development program
  5. Project for Jiangsu Scientific and Technological Innovation Team

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A copper-catalyzed regioselective sulfenylation of indoles and a pyrrolo[ 2,3-b]pyridine with arylsulfonyl chlorides has been developed by using low loadings of a copper catalyst and the cheap reductant PPh3. This method is effective for both N-protected and unprotected indoles, providing a series of structurally diverse indole thioethers in good to excellent yields with extremely high regioselectivity.

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