PPh<sub>3</sub>-Mediated Cascade Reaction of 2-Alkynylnitrobenzenes and Thioureas for the Construction of Imidazo[4,5-<i>b</i>]indole-2-thiones
Yao Xu, Hui Fan, Fan Yang, Shijie Xu, Xuechun Zhao, Xiaoming Liao, Xiaoxiang Zhang
Abstract
A simple method for the preparation of imidazo[4,5- b ]indole-2-thiones from 2-alkynylnitrobenzenes and thioureas is described. In the reaction, a Wittig-like process was triggered by PPh 3 and followed by a cyclization step. The products were afforded in yields of 70–98% under mild conditions. Additionally, the 2-alkynylnitrobenzenes were stable and could be prepared via a simple coupling step.
Topics & Concepts
ChemistryIndole testWittig reactionCascadeCombinatorial chemistryReaction conditionsMedicinal chemistryOrganic chemistryStereochemistryCatalysisChromatographySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions