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

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.

SUBMITTER: Hassell-Hart S

PROVIDER: S-EPMC9641659 | biostudies-literature | 2022 Nov

REPOSITORIES: biostudies-literature

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

Hassell-Hart Storm S Speranzini Elisa E Srikwanjai Sirihathai S Hossack Euan E Roe S Mark SM Fearon Daren D Akinbosede Daniel D Hare Stephen S Spencer John J

Organic letters 20221020 43

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. ...[more]

PMID: 36265082

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