非天然2-氮杂环丙烯-2-羧酸：一种便捷的合成方法及抗菌活性

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

作者信息

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

机构信息

Institute of Chemistry, Saint Petersburg State University 7/9 Universitetskaya nab. Saint Petersburg 199034 Russia

Pasteur Institute of Epidemiology and Microbiology 14 Mira Street Saint Petersburg 197101 Russia.

出版信息

RSC Adv. 2019 Nov 21;9(65):37901-37905. doi: 10.1039/c9ra09345a. eCollection 2019 Nov 19.

Non-natural 2-azirine-2-carboxylic acids were obtained in high yields by FeCl-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.