Synthesis of <scp>3‐Methylthioindoles</scp><i>via</i> Intramolecular Cyclization of <scp>2‐Alkynylanilines</scp> Mediated by <scp>DMSO</scp>/<scp>DMSO</scp>‐<i>d</i><sub>6</sub> and <scp>SOCl<sub>2</sub></scp>
Xuemin Li, Beibei Zhang, Jingran Zhang, Xi Wang, Dongke Zhang, Yunfei Du, Kang Zhao
Abstract
Main observation and conclusion The intramolecular cyclization of 2‐alkynylanilines mediated by DMSO/SOCl 2 was found to afford biologically interesting 3‐methylthioindoles, which are rarely obtained by the exiting methods. DMSO could also be replaced with its deuterated counterpart, enabling the method applicable to the construction of indole skeleton bearing a SCD 3 moiety at its 3‐position.
Topics & Concepts
ChemistryMoietyIntramolecular forceIndole testCombinatorial chemistryStereochemistrySynthesis of Indole DerivativesSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods