1,3-dipolar cycloaddition as a method for the synthesis of dipyrrolidinyl- and dipyrrolylketones-Reference-Cited by-同舟云学术

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

Published:2024-09-03 Issue:4 Volume:94 Page:469-488
ISSN:0044-460X
Container-title:Журнал общей химии
language:
Short-container-title:Žurnal obŝej himii

Author:

Kostryukov S. G.¹^ORCID,Kalyazin V. A.¹^ORCID,Petrov P. S.¹^ORCID,Bezrukova E. V.¹^ORCID,Somov N. V.²^ORCID

Affiliation:

1. National Research Ogarev Mordovia State University

2. Lobachevsky State University of Nizhny Novgorod

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.

Publisher

The Russian Academy of Sciences

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