Rapid access to pyrrolo[3,4-c]quinoline-1,3-diones: An improved synthetic protocol using a precursor prepared by Pfitzinger reaction

An efficient pTSA-mediated cyclization cascade reaction of Pfitzinger's ester and benzoyl hydrazines has been developed providing a simple procedure for synthesis of pyrrolo [3,4-c]quinoline-1,3-dione derivatives. Unlike traditional synthetic protocol, this method avoids an additional step of c...

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Veröffentlicht in:Tetrahedron 2023-02, Vol.132, p.133236, Article 133236
Hauptverfasser: Dimitrijević, Marina G., Bogdanović, Goran A., Trifunović, Snežana, Joksović, Milan D.
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Sprache:eng
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Zusammenfassung:An efficient pTSA-mediated cyclization cascade reaction of Pfitzinger's ester and benzoyl hydrazines has been developed providing a simple procedure for synthesis of pyrrolo [3,4-c]quinoline-1,3-dione derivatives. Unlike traditional synthetic protocol, this method avoids an additional step of conversion of quinoline-3,4-dicarboxylic acids to an anhydride, allowing direct reaction of ester derivative with hydrazine nucleophiles. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2022.133236