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1,3-dipolar cycloaddition as a method for the synthesis of dipyrrolidinyl- and dipyrrolylketones

Year: 2024

Type: article

Abstract: In the reactions of 1,3-dipolar cycloaddition of a twofold excess of aryl aldimines of glycine ethyl ester with diarylideneacetones and diarylidenecyclohexanones in the presence of silver acetate, the corresponding dipyrrolidinylketones were obtained. Diethyl 4,4′-carbonylbis(3,5-diarylpyrrolidine-2-carboxylates) obtained from diarylideneacetones undergo aromatization under the action of N-bromosuccinimide to form diethyl 4,4′-carbonylbis(3,5-diaryl-1H-pyrrole-2-carboxylates). The selectivity of the reactions and the structure of the products were determined using correlation NMR spectroscopy and X-ray diffraction analysis.

Source: Журнал Общей Химии

DOI: 10.31857/s0044460x24040028

Authors: S. G. Kostryukov, V. A. Kalyazin, P. S. Petrov, E. V. Bezrukova, N. V. Somov

Institutions: National Research Mordovia State University, N. I. Lobachevsky State University of Nizhny Novgorod

Language: English

Topic: Synthesis and Characterization of Pyrroles

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

OpenAlex ID: W4402167438

FWCI:

Cites: 29

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Related to: 10