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2-氮杂环丙烷-2,2-二羧酸及其衍生物的合成。

Synthesis of 2-azirine-2,2-dicarboxylic acids and their derivatives.

作者信息

Agafonova Anastasiya V, Novikov Mikhail S, Khlebnikov Alexander F

机构信息

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

出版信息

Beilstein J Org Chem. 2024 Dec 5;20:3191-3197. doi: 10.3762/bjoc.20.264. eCollection 2024.

Abstract

Methods for the preparation of 3-aryl-2-azirine-2,2-dicarboxylic acids and their amides, esters, and azides by FeCl-catalyzed isomerization of 3-aryl-5-chloroisoxazole-4-carbonyl chlorides into 3-aryl-2-azirine-2,2-dicarbonyl dichlorides followed by their reaction with nucleophiles are reported. Two approaches to the preparation of 3-aryl-5-chloroisoxazole-4-carbonyl chlorides have been developed.

摘要

报道了通过FeCl催化3-芳基-5-氯异恶唑-4-羰基氯异构化为3-芳基-2-氮杂环丙烯-2,2-二羰基二氯,然后使其与亲核试剂反应来制备3-芳基-2-氮杂环丙烯-2,2-二羧酸及其酰胺、酯和叠氮化物的方法。已经开发出两种制备3-芳基-5-氯异恶唑-4-羰基氯的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/724b/11635289/8bef92e0d4e2/Beilstein_J_Org_Chem-20-3191-g002.jpg

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