Divergent synthesis of 2-methylthioindole and 2-unsubstituted indole derivatives mediated by SOCl2 and dimethyl/diethyl sulfoxides. Issue 40 (28th September 2022)

• Record Type: Journal Article
• Authors: Zhang, Jingran; Zhang, Beibei; He, Jiaxin; Shi, Haofeng; Du, Yunfei
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 40(2022)
• Page Start: 7886
• Page End: 7890
• Publication Date: 2022-09-28
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob01580c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A metal-free divergent synthesis of indoles dependent on reagents was described. The reaction of 2-vinylanilines with DMSO/SOCl2 was found to give 2-thiomethylindoles, while replacing DMSO with diethyl sulfoxide afforded 2-unsubstituted indoles. Abstract : A metal-free divergent synthesis of indole compounds dependent on a reagent via intramolecular C(sp 2 )–H amination was described. The reaction of 2-vinylanilines with DMSO/SOCl2 at 70 °C was found to give 2-thiomethylindoles, while replacing DMSO with diethyl sulfoxide afforded 2-unsubstituted indoles in a highly selective manner.