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Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity.

ABSTRACT: Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl₂-catalyzed isomerization of 5-chloroisoxazoles to azirine-2-carbonyl chlorides followed by their hydrolysis. The 3-aryl- and 3-heteroaryl-substituted acids are stable during prolonged storage, exhibit antibacterial activity against ESKAPE pathogens and show a low level of cytotoxicity.

SUBMITTER: Sakharov PA

PROVIDER: S-EPMC9075858 | biostudies-literature | 2019 Nov

REPOSITORIES: biostudies-literature

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Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity.

Sakharov Pavel A PA Koronatov Alexander N AN Khlebnikov Alexander F AF Novikov Mikhail S MS Glukharev Artem G AG Rogacheva Elizaveta V EV Kraeva Liudmila A LA Sharoyko Vladimir V VV Tennikova Tatiana B TB Rostovskii Nikolai V NV

RSC advances 20191121 65

Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl2-catalyzed isomerization of 5-chloroisoxazoles to azirine-2-carbonyl chlorides followed by their hydrolysis. The 3-aryl- and 3-heteroaryl-substituted acids are stable during prolonged storage, exhibit antibacterial activity against ESKAPE pathogens and show a low level of cytotoxicity. ...[more]

PMID: 35541773

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