K<sub>2</sub>S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles
Xiaoming Zhu, Fu-Xing Zhang, Dai‐Zhi Kuang, Guobo Deng, Yuan Yang, Jiang‐Xi Yu, Yun Liang
Abstract
We describe a three-component reaction of o-iodoanilines with K2S and DMSO that provides 2-unsubstituted benzothiazoles in moderate to good isolated yields with good functional group tolerance. Electron-rich aromatic amines and o-phenylenediamines instead of o-iodoanilines provided 2-unsubstituted benzothiazoles and 2-unsubstituted benzimidazoles with and without K2S under similar conditions. Notably, DMSO plays three vital roles: carbon source, solvent, and oxidant.
Topics & Concepts
ChemistrySulfurSolventCarbon fibersCarbon sourceOrganic chemistryCombinatorial chemistryMedicinal chemistryBiochemistryComposite numberComposite materialMaterials scienceSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsMulticomponent Synthesis of Heterocycles