Abstract

Non-natural 2H-azirine-2-carboxylicacidswereobtainedinhighyields 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.
Original languageEnglish
Pages (from-to)9864–9873
JournalRSC Advances
Volume9
Issue number65
Publication statusPublished - 21 Nov 2019

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Pathogens
Cytotoxicity
Isomerization
Carboxylic Acids
Carboxylic acids
Chlorides
Hydrolysis
Acids

Cite this

@article{4d4a96c7d3fc483c92ae179bbfe08271,
title = "Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity",
abstract = "Non-natural 2H-azirine-2-carboxylicacidswereobtainedinhighyields 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.",
author = "Sakharov, {Pavel A.} and Koronatov, {Alexander N.} and Khlebnikov, {Alexander F.} and Novikov, {Mikhail S.} and Glukharev, {Artem G.} and Rogacheva, {Elizaveta V.} and Kraeva, {Liudmila A.} and Sharoyko, {Vladimir V.} and Tennikova, {Tatiana B.} and Rostovskii, {Nikolai V.}",
year = "2019",
month = "11",
day = "21",
language = "English",
volume = "9",
pages = "9864–9873",
journal = "RSC Advances",
issn = "2046-2069",
publisher = "Royal Society of Chemistry",
number = "65",

}

TY - JOUR

T1 - Non-natural 2H-azirine-2-carboxylic acids: an expedient synthesis and antimicrobial activity

AU - Sakharov, Pavel A.

AU - Koronatov, Alexander N.

AU - Khlebnikov, Alexander F.

AU - Novikov, Mikhail S.

AU - Glukharev, Artem G.

AU - Rogacheva, Elizaveta V.

AU - Kraeva, Liudmila A.

AU - Sharoyko, Vladimir V.

AU - Tennikova, Tatiana B.

AU - Rostovskii, Nikolai V.

PY - 2019/11/21

Y1 - 2019/11/21

N2 - Non-natural 2H-azirine-2-carboxylicacidswereobtainedinhighyields 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.

AB - Non-natural 2H-azirine-2-carboxylicacidswereobtainedinhighyields 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.

UR - https://pubs.rsc.org/en/content/articlelanding/2019/ra/c9ra09345a#!divAbstract

M3 - Article

VL - 9

SP - 9864

EP - 9873

JO - RSC Advances

JF - RSC Advances

SN - 2046-2069

IS - 65

ER -