2. Academic Validation
  3. Synthesis of a Thiazole Library via an Iridium-Catalyzed Sulfur Ylide Insertion Reaction

Synthesis of a Thiazole Library via an Iridium-Catalyzed Sulfur Ylide Insertion Reaction

  • Org Lett. 2022 Nov 4;24(43):7924-7927. doi: 10.1021/acs.orglett.2c02996.
Storm Hassell-Hart 1,  Elisa Speranzini 1,  Sirihathai Srikwanjai 1,  Euan Hossack 2,  S Mark Roe 2,  Daren Fearon 3,  Daniel Akinbosede 2,  Stephen Hare 2,  John Spencer 1
Affiliations

Affiliations

  • 1 Department of Chemistry, School of Life Sciences, University of Sussex, Brighton BN1 9QJ, U.K.
  • 2 Department of Biochemistry, School of Life Sciences, University of Sussex, Brighton BN1 9QG, U.K.
  • 3 Diamond LightSource (DLS), Harwell Science and Innovation Campus, Didcot OX11 0DE, U.K.
PMID: 36265082 DOI: 10.1021/acs.orglett.2c02996
Abstract

A library of thiazoles and selenothiazoles were synthesized via Ir-catalyzed ylide insertion chemistry. This process is a functional group, particularly heterocycle-substituent tolerant. This was applied to the synthesis of fanetizole, an anti-inflammatory drug, and a thiazole-containing drug fragment that binds to the peptidyl-tRNA hydrolase (Pth) in Neisseria gonorrheae bacteria.

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