Concise synthesis of 2,4-disubstituted thiazoles from β-azido disulfides and carboxylic acids or anhydrides: asymmetric synthesis of cystothiazole C

Yi Liu; Xue Sun; Xing Zhang; Jun Liu; Yuguo Du

doi:10.1039/c4ob01460j

Concise synthesis of 2,4-disubstituted thiazoles from β-azido disulfides and carboxylic acids or anhydrides: asymmetric synthesis of cystothiazole C

Org Biomol Chem. 2014 Nov 14;12(42):8453-61. doi: 10.1039/c4ob01460j.

Authors

Yi Liu¹, Xue Sun, Xing Zhang, Jun Liu, Yuguo Du

Affiliation

¹ State Key Laboratory of Environmental Chemistry and Eco-toxicology, Research Center for Eco-Environmental Sciences, Chinese Academy of Sciences, Beijing 100085, China. duyuguo@rcees.ac.cn junliu@rcees.ac.cn.

PMID: 25223403
DOI: 10.1039/c4ob01460j

Abstract

A novel and efficient method for the one-pot synthesis of 2,4-disubstituted thiazoles from carboxylic acids or anhydrides is presented. Based on this new method, the total synthesis of the bis-2,4-disubstituted bis(thiazoles) natural product cystothiazole C is also presented.

Publication types

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

MeSH terms

Anhydrides / chemistry*
Biological Products / chemical synthesis*
Biological Products / chemistry
Carboxylic Acids / chemistry*
Disulfides / chemistry*
Thiazoles / chemical synthesis*
Thiazoles / chemistry

Substances

Anhydrides
Biological Products
Carboxylic Acids
Disulfides
Thiazoles
cystothiazole C