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

Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl(2)-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 acti...

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Detalles Bibliográficos
Autores principales: Sakharov, Pavel A., Koronatov, Alexander N., Khlebnikov, Alexander F., Novikov, Mikhail S., Glukharev, Artem G., Rogacheva, Elizaveta V., Kraeva, Liudmila A., Sharoyko, Vladimir V., Tennikova, Tatiana B., Rostovskii, Nikolai V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9075858/
https://www.ncbi.nlm.nih.gov/pubmed/35541773
http://dx.doi.org/10.1039/c9ra09345a
Descripción
Sumario:Non-natural 2H-azirine-2-carboxylic acids were obtained in high yields by FeCl(2)-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.

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