Functionalized Bipyrroles and Pyrrolyl-Aminopyrones from Acylethynylpyrroles and Diethyl Aminomalonate

Abstract

An efficient method for the synthesis of 1H,1′H-2,3′-bi­pyrroles (up to 72% yield) by the cyclocondensation of easily available 2-(acylethynyl)pyrroles with diethyl aminomalonate hydrochloride has been developed. The reaction proceeds under reflux in MeCN (6 h) in the presence of Cs₂CO₃. Under the same conditions, 2-(acylethynyl)pyrroles with bulky (benzyl and octyl) substituents at nitrogen atom react with diethyl aminomalonate to afford 1H,2′H-2,3′-bipyrroles and pyrrolyl-aminopyrones.

Key words

bipyrroles - acylethynylpyrroles - pyrrolyl-aminopyrones - CH acids - aminomalonate

Publication History

Received: 05 October 2021

Accepted: 28 October 2021

Accepted Manuscript online:
28 October 2021

Article published online:
14 December 2021

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