Issue 27, 2022

Substituted pyrrolyl-cyanopyridines on the platform of acylethynylpyrroles via their 1 : 2 annulation with acetonitrile under the action of lithium metal

Abstract

A facile one-pot synthesis of 2-(pyrrolyl)-4-aryl(hetaryl)-5-cyano-6-methylpyridines in 63–87% yield via the cyclization of available acylethynylpyrroles with two molecules of acetonitrile under the action of lithium metal at room temperature has been developed. The reaction proceeds via addition of the CH2CN anion to the carbonyl group of acylethynylpyrroles followed by intramolecular cyclization of the adduct to the target products.

Graphical abstract: Substituted pyrrolyl-cyanopyridines on the platform of acylethynylpyrroles via their 1 : 2 annulation with acetonitrile under the action of lithium metal

Supplementary files

Article information

Article type
Paper
Submitted
25 Apr 2022
Accepted
08 Jun 2022
First published
09 Jun 2022

New J. Chem., 2022,46, 13149-13155

Substituted pyrrolyl-cyanopyridines on the platform of acylethynylpyrroles via their 1 : 2 annulation with acetonitrile under the action of lithium metal

D. N. Tomilin, L. N. Sobenina, I. V. Saliy, I. A. Ushakov, A. M. Belogolova and B. A. Trofimov, New J. Chem., 2022, 46, 13149 DOI: 10.1039/D2NJ02011D

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