Diversity Oriented Routes to Thiopeptide Antibiotics: A Solution to the "Thiazole Problem".

J Org Chem

Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada.

Published: December 2024

The Goossen decarboxylative coupling reaction enables the union of thiazole-2-carboxylic acids with a 2-pyridyl triflate, leading to the formation of pyridine-thiazole clusters of the kind found in thiopeptide antibiotics. The method avoids problematic or technically challenging reaction sequences involving 2-thiazolyl organometallics, facilitating the investigation of the structure-activity relationship of the thiopeptides.

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http://dx.doi.org/10.1021/acs.joc.4c02362DOI Listing

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