A general and straightforward method for the synthesis of 2-trifluoromethylbenzothiazoles

Jiangtao Zhu; Zixian Chen; Haibo Xie; Shan Li; Yongming Wu

doi:10.1021/ol1006899

A general and straightforward method for the synthesis of 2-trifluoromethylbenzothiazoles

Org Lett. 2010 May 21;12(10):2434-6. doi: 10.1021/ol1006899.

Authors

Jiangtao Zhu¹, Zixian Chen, Haibo Xie, Shan Li, Yongming Wu

Affiliation

¹ Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, China.

PMID: 20402511
DOI: 10.1021/ol1006899

Abstract

An efficient one-pot method for the synthesis of 2-trifluoromethylbenzothiazoles by the treatment of trifluoromethylimidoyl chlorides with sodium hydrosulfide hydrate using PdCl(2) as the sole catalyst in DMSO is described. The reaction proceeds via thiolation/C-H bond functionalization/C-S bond formation in moderate to high yields with good functional group tolerance.

Publication types

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

MeSH terms

Benzothiazoles / chemical synthesis*
Benzothiazoles / chemistry
Hydrocarbons, Fluorinated / chemical synthesis*
Hydrocarbons, Fluorinated / chemistry
Molecular Structure
Stereoisomerism
Sulfides / chemistry*

Substances

Benzothiazoles
Hydrocarbons, Fluorinated
Sulfides
sodium bisulfide