Beilstein J. Org. Chem.2024,20, 3191–3197, doi:10.3762/bjoc.20.264
Anastasiya V. Agafonova Mikhail S. Novikov Alexander F. Khlebnikov Saint Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya Naberezhnaya, St. Petersburg 199034, Russia 10.3762/bjoc.20.264 Abstract Methods for the preparation of 3-aryl-2H-azirine-2,2-dicarboxylicacids and
chlorides have been developed.
Keywords: azirine-2,2-dicarboxamides; azirine-2,2-dicarboxylicacids; isomerization; isoxazoles; Introduction
The isomerization of isoxazoles, containing a heteroatomic substituent at C5, to 2H-azirines is a powerful method for the preparation of 2H-azirine-2-carboxylic acid
only one azirine-2,2-dicarboxylic acid derivative from a certain isoxazole precursor. Herein, we would like to report a method for the synthesis of 2H-azirine-2,2-dicarboxylicacids and their various derivatives from a single starting material, 3-substituted 2H-azirine-2,2-dicarbonyl dichloride 2, via
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Graphical Abstract
Scheme 1:
Approaches to 2H-azirine-2,2-dicarboxylic acid derivatives.