Micelle-mediated multicomponent cross-coupling in water: general construction of 3-chalcogenylindoles. Issue 4 (8th December 2022)

• Record Type: Journal Article
• Authors: He, Xi; Song, Weili; Liu, Xuemin; Huang, Jiamin; Feng, Ruilong; Zhou, Shaodong; Hong, Jianquan; Ge, Xin
• Is Part Of: Green chemistry. Volume 25:Issue 4(2023)
• Page Start: 1311
• Page End: 1321
• Publication Date: 2022-12-08
• Subjects: Environmental chemistry -- Industrial applications -- Periodicals; Environmental management -- Periodicals; 660
• DOI: 10.1039/d2gc03694k
• Languages: English
• ISSNs: 1463-9262

Abstract

Abstract : A general and sustainable multicomponent cross-coupling for the construction of 3-chalcogenylindoles from indoles with aryl iodides and elemental sulfur under the aqueous micellar condition was developed. Abstract : A general and sustainable multicomponent cross-coupling for the construction of 3-chalcogenylindoles from indoles with aryl iodides and elemental sulfur under the aqueous micellar condition was developed. Elemental sulfur is employed as an eco-friendly and easy-handling sulfur source of thiyl radicals. The synergic effect between Cu catalysts and micelles formed by the sugar-based surfactant GluM can stabilize thiyl radicals, further initiating C–S coupling at the readily available indoles by single-electron transfer. Notably, the aqueous micellar system can not only be recycled and reused with good yields, but can also be extended to the conversion of elemental selenium.