Metal-Free, Iodine/DMSO-Promoted Oxidative C(sp 2 )-H Difunctionalization: Synthesis of Aminochalcogenylated Indoles

Abstract

A metal-free approach has been developed for the oxidative difunctionalization of indole moieties using iodine and DMSO as the primary reagents. This protocol facilitates a metal-free, environmentally friendly, and efficient oxidative C(sp 2 )-H coupling reaction that utilises indole, amines, and diphenyl dichalcogenides. The method proceeds smoothly under mild reaction conditions to enable the formation of C(sp 2 )-N and C(sp 2 )-S/Se bonds with good yields and a wide range of relevant substrates. Additionally, the present approach offers a valuable pathway for the reaction of sulfoximines as an alternative to amines, further enhancing their utility in organic synthesis.