Synthesis of 2-mercaptobenzothiazoles via DBU-promoted tandem reaction of o-haloanilines and carbon disulfide

Fei Wang; Shangjun Cai; Zhipeng Wang; Chanjuan Xi

doi:10.1021/ol2011105

Synthesis of 2-mercaptobenzothiazoles via DBU-promoted tandem reaction of o-haloanilines and carbon disulfide

Org Lett. 2011 Jun 17;13(12):3202-5. doi: 10.1021/ol2011105. Epub 2011 May 17.

Authors

Fei Wang¹, Shangjun Cai, Zhipeng Wang, Chanjuan Xi

Affiliation

¹ Key Laboratory of Bioorganic Phosphorus Chemistry & Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China.

PMID: 21591631
DOI: 10.1021/ol2011105

Abstract

An efficient strategy for the synthesis of a variety of 2-mercaptobenzothiazole derivatives has been developed. The reaction proceeded from o-haloaniline derivatives and carbon disulfide via a tandem reaction in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to afford the corresponding 2-mercaptobenzothiazole derivatives in good to excellent yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aniline Compounds / chemistry*
Benzothiazoles / chemical synthesis*
Benzothiazoles / chemistry
Carbon Disulfide / chemistry*
Catalysis
Combinatorial Chemistry Techniques
Molecular Structure

Substances

Aniline Compounds
Benzothiazoles
captax
Carbon Disulfide