Catalyst- and Additive-Free Method for the Synthesis of 2-Substituted Benzothiazoles from Aromatic Amines, Aliphatic Amines, and Elemental Sulfur

Xiaoming Zhu; Fengru Zhou; Yuan Yang; Guobo Deng; Yun Liang

doi:10.1021/acsomega.0c01150

Catalyst- and Additive-Free Method for the Synthesis of 2-Substituted Benzothiazoles from Aromatic Amines, Aliphatic Amines, and Elemental Sulfur

ACS Omega. 2020 May 29;5(22):13136-13147. doi: 10.1021/acsomega.0c01150. eCollection 2020 Jun 9.

Authors

Xiaoming Zhu^{1

2}, Fengru Zhou¹, Yuan Yang¹, Guobo Deng¹, Yun Liang¹

Affiliations

¹ National and Local Joint Engineering Laboratory for New Petro-chemical Materials and Fine Utilization of Resources, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha, Hunan 410081, China.
² Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Hunan Province Universities Key Laboratory of Functional Organometallic Materials, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China.

Abstract

Under catalyst- and additive-free conditions, a novel, convenient, environmentally friendly method was developed for the synthesis of 2-substituted benzothiazoles via the three-component one pot reaction from aromatic amines, aliphatic amines, and elemental sulfur. The reaction achieves double C-S and one C-N bond formations via cleavage of two C-N bonds and multiple C-H bonds. Furthermore, the mechanism research shows that DMSO acts as an oxidant in the cyclization reaction.