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JOURNALS // Mendeleev Communications // Archive

Mendeleev Commun., 2021 Volume 31, Issue 5, Pages 573–583 (Mi mendc994)

This article is cited in 9 papers

Focus Article

Conjugated pyrrole/aminoenone and pyrrole/aminoacrylonitrile ensembles: new motives in heterocyclic chemistry

L. N. Sobenina, E. F. Sagitova, O. V. Petrova, B. A. Trofimov

A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, Irkutsk, Russian Federation

Abstract: Methods for the preparation of two highly flexible synthetic building blocks, namely pyrrole/aminoenone and pyrrole/aminoacrylonitrile ensembles, on the basis of available starting materials such as 2-acylethynylpyrroles or pyrrole-2-carbodithioates, are summarized. The presence of several reactive centers in their molecules (pyrrole ring, enamine and carbonyl or nitrile moieties) ensures their multiple reactivity and application as versatile intermediates in the synthesis of heterocyclic ensembles such as pyrrolyl pyridines, bipyrroles, pyrrolyl-isoxazoles and condensed compounds, such as pyrrolo[3,2-a]pyrazines, pyrrolizines, which have high potential for use in medical chemistry and materials science.

Keywords: pyrrole, acylethynylpyrrole, aminoenone, aminoacrylonitrile, pyridine, pyrrolo[1,2-a]pyrazine, pyrrolizine, bipyrrole, pyrrolyl-isoxazole, cyclization.

Language: English

DOI: 10.1016/j.mencom.2021.09.001



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