Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives
Methods for the preparation of 3-aryl-2H-azirine-2,2-dicarboxylic acids and their amides, esters, and azides by FeCl2-catalyzed isomerization of 3-aryl-5-chloroisoxazole-4-carbonyl chlorides into 3-aryl-2H-azirine-2,2-dicarbonyl dichlorides followed by their reaction with nucleophiles are reported....
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2024-12-01
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| Series: | Beilstein Journal of Organic Chemistry |
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| Online Access: | https://doi.org/10.3762/bjoc.20.264 |
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| author | Anastasiya V. Agafonova Mikhail S. Novikov Alexander F. Khlebnikov |
| author_facet | Anastasiya V. Agafonova Mikhail S. Novikov Alexander F. Khlebnikov |
| author_sort | Anastasiya V. Agafonova |
| collection | DOAJ |
| description | Methods for the preparation of 3-aryl-2H-azirine-2,2-dicarboxylic acids and their amides, esters, and azides by FeCl2-catalyzed isomerization of 3-aryl-5-chloroisoxazole-4-carbonyl chlorides into 3-aryl-2H-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. |
| format | Article |
| id | doaj-art-cfef13462c51416bbfab6b7c1e53b0ed |
| institution | Kabale University |
| issn | 1860-5397 |
| language | English |
| publishDate | 2024-12-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj-art-cfef13462c51416bbfab6b7c1e53b0ed2025-01-06T12:27:36ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972024-12-012013191319710.3762/bjoc.20.2641860-5397-20-264Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivativesAnastasiya V. Agafonova0Mikhail S. Novikov1Alexander F. Khlebnikov2Saint Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya Naberezhnaya, St. Petersburg 199034, Russia Saint Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya Naberezhnaya, St. Petersburg 199034, Russia Saint Petersburg State University, Institute of Chemistry, 7/9 Universitetskaya Naberezhnaya, St. Petersburg 199034, Russia Methods for the preparation of 3-aryl-2H-azirine-2,2-dicarboxylic acids and their amides, esters, and azides by FeCl2-catalyzed isomerization of 3-aryl-5-chloroisoxazole-4-carbonyl chlorides into 3-aryl-2H-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.https://doi.org/10.3762/bjoc.20.264azirine-2,2-dicarboxamidesazirine-2,2-dicarboxylic acidsisomerizationisoxazoles |
| spellingShingle | Anastasiya V. Agafonova Mikhail S. Novikov Alexander F. Khlebnikov Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives Beilstein Journal of Organic Chemistry azirine-2,2-dicarboxamides azirine-2,2-dicarboxylic acids isomerization isoxazoles |
| title | Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives |
| title_full | Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives |
| title_fullStr | Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives |
| title_full_unstemmed | Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives |
| title_short | Synthesis of 2H-azirine-2,2-dicarboxylic acids and their derivatives |
| title_sort | synthesis of 2h azirine 2 2 dicarboxylic acids and their derivatives |
| topic | azirine-2,2-dicarboxamides azirine-2,2-dicarboxylic acids isomerization isoxazoles |
| url | https://doi.org/10.3762/bjoc.20.264 |
| work_keys_str_mv | AT anastasiyavagafonova synthesisof2hazirine22dicarboxylicacidsandtheirderivatives AT mikhailsnovikov synthesisof2hazirine22dicarboxylicacidsandtheirderivatives AT alexanderfkhlebnikov synthesisof2hazirine22dicarboxylicacidsandtheirderivatives |