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Nucleophilic Addition of Oxindole to Pyrroloquinoxalinetriones

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Abstract

3-Aroyl-5-phenylpyrrolo[1,2-a]quinoxaline-1,2,4(5H)-triones reacted with 2-oxindole to give products of addition of the C3H group of the enol form of 2-oxindole to the C3a carbon atom of pyrroloquinoxalinetrione, 3-aroyl-2-hydroxy-3a-(2-oxo-2,3-dihydro-1H-indol-3-yl)-5-phenylpyrrolo[1,2-a]quinoxaline-1,4(3aH,5H)-diones. The synthesized compounds are interesting from the viewpoint of medicinal chemistry. The described reaction is characterized by mild conditions and high yields, it requires neither catalyst nor other additives, and the products are isolated without resorting to column chromatography.

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Funding

This study was supported by the Government of Perm Krai in the framework of research project no. C-26/174.5 and the program for the development of scientific school of Perm Krai “Biologically Active Heterocycles (Organic Chemistry Department, Perm State University).”

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Correspondence to A. N. Maslivets.

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Topanov, P.A., Mashevskaya, I.V., Dmitriev, M.V. et al. Nucleophilic Addition of Oxindole to Pyrroloquinoxalinetriones. Russ J Org Chem 56, 719–722 (2020). https://doi.org/10.1134/S1070428020040247

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  • DOI: https://doi.org/10.1134/S1070428020040247

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