Catalyst‐Controlled Selectivity in C−S Bond Formation: Highly Efficient Synthesis of C2‐ and C3‐Sulfonylindoles. Issue 2 (5th November 2015)

• Record Type: Journal Article
• Authors: Yang, Yong; Li, Wanmei; Xia, Chengcai; Ying, Beibei; Shen, Chao; Zhang, Pengfei
• Is Part Of: ChemCatChem. Volume 8:Issue 2(2016)
• Page Start: 304
• Page End: 307
• Publication Date: 2015-11-05
• Subjects: C−H activation -- copper -- cross-coupling -- heterocycles -- iodine; Catalysis -- Periodicals; 541.39505
• DOI: 10.1002/cctc.201500917
• Languages: English
• ISSNs: 1867-3880

Abstract

Abstract: Exploring a potential catalyst system for catalyst‐controlled selectivity in C−S bond formation is a fascinating challenge. Herein, we described two novel and highly efficient methods for the selective synthesis of C2‐ and C3‐sulfonylindoles showing good biological activities by employing iodide and copper catalysts, respectively. Mechanistic studies point to the crucial role of the electronic properties of the sulfonylated intermediates. Abstract : I see two and I see three : Two novel and highly efficient methods for the selective synthesis of C2‐ and C3‐sulfonylindoles by employing iodide and copper catalysts, respectively, are described. Mechanistic studies point to the crucial role of the electronic properties of the sulfonylated intermediates. phen=1, 10‐phenantroline, TBHP= tert ‐butyl hydroperoxide.