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

Dimitrijević, Marina G.; Bogdanović, Goran A.; Trifunović, Snežana; Joksović, Milan D.

doi:10.1016/j.tet.2022.133236

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2023

Authors

Dimitrijević, Marina G.
Bogdanović, Goran A.

Trifunović, Snežana

Joksović, Milan D.

Article (Published version)

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Abstract

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. © 2022 Elsevier Ltd

Keywords:

Acyl hydrazines / Cyclization / Isatin / Pfitzinger / pyrrolo[3,4-c]quinoline

Source:
Tetrahedron, 2023

Funding / projects:

DOI: 10.1016/j.tet.2022.133236

ISSN: 0040-4020

TY  - JOUR
AU  - Dimitrijević, Marina G.
AU  - Bogdanović, Goran A.
AU  - Trifunović, Snežana
AU  - Joksović, Milan D.
PY  - 2023
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/10609
AB  - 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. © 2022 Elsevier Ltd
T2  - Tetrahedron
T1  - Rapid access to pyrrolo[3,4-c]quinoline-1,3-diones: An improved synthetic protocol using a precursor prepared by Pfitzinger reaction
DO  - 10.1016/j.tet.2022.133236
ER  -

@article{
author = "Dimitrijević, Marina G. and Bogdanović, Goran A. and Trifunović, Snežana and Joksović, Milan D.",
year = "2023",
abstract = "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. © 2022 Elsevier Ltd",
journal = "Tetrahedron",
title = "Rapid access to pyrrolo[3,4-c]quinoline-1,3-diones: An improved synthetic protocol using a precursor prepared by Pfitzinger reaction",
doi = "10.1016/j.tet.2022.133236"
}

Dimitrijević, M. G., Bogdanović, G. A., Trifunović, S.,& Joksović, M. D.. (2023). Rapid access to pyrrolo[3,4-c]quinoline-1,3-diones: An improved synthetic protocol using a precursor prepared by Pfitzinger reaction. in Tetrahedron.
https://doi.org/10.1016/j.tet.2022.133236

Dimitrijević MG, Bogdanović GA, Trifunović S, Joksović MD. Rapid access to pyrrolo[3,4-c]quinoline-1,3-diones: An improved synthetic protocol using a precursor prepared by Pfitzinger reaction. in Tetrahedron. 2023;.
doi:10.1016/j.tet.2022.133236 .

Dimitrijević, Marina G., Bogdanović, Goran A., Trifunović, Snežana, Joksović, Milan D., "Rapid access to pyrrolo[3,4-c]quinoline-1,3-diones: An improved synthetic protocol using a precursor prepared by Pfitzinger reaction" in Tetrahedron (2023),
https://doi.org/10.1016/j.tet.2022.133236 . .