Copper‐Catalyzed Regioselective Sulfenylation of Indoles with Arylsulfonyl Chlorides. Issue 5 (6th April 2016)

• Record Type: Journal Article
• Authors: Wu, Zhimeng; Li, Yan‐Chun; Ding, Wen‐Zhang; Zhu, Tao; Liu, Shao‐Zhong; Ren, Xuehong; Zou, Liang‐Hua
• Is Part Of: Asian journal of organic chemistry. Volume 5:Issue 5(2016)
• Page Start: 625
• Page End: 628
• Publication Date: 2016-04-06
• Subjects: arylsulfonyl chlorides -- copper catalysis -- indoles -- pyrrolo[2, 3-b]pyridine -- sulfenylation; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201600096
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: 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. Abstract : Just a pinch of Cu : A general strategy for the sulfenylation of indoles and a pyrrolo[2, 3‐ b ]pyridine with arylsulfonyl chlorides has been developed by using low loadings of a copper catalyst. A series of structurally diverse indole thioethers were obtained from N ‐protected and unprotected indoles in good to excellent yields with extremely high regioselectivity.