Issue 23, 2021

Direct synthesis of N-aryl/alkyl 3-carbonylpyrroles from the Morita–Baylis–Hillman acetate of 2,2-dimethoxyacetaldehyde and a primary amine

Abstract

N-Aryl/alkyl 3-carbonylpyrroles are ubiquitous in compounds of biological and material significance, whereas their synthesis traditionally requires a multistep protocol. Herein a kalinite catalyzed direct synthesis of N-substituted 3-carbonylpyrroles from a 2,2-dimethoxyacetaldehyde derived Morita–Baylis–Hillman acetate and a primary amine in ethanol is developed. This reaction is scalable and also applicable to the synthesis of JMH-030, JMC-2004 and other bioactive compounds.

Graphical abstract: Direct synthesis of N-aryl/alkyl 3-carbonylpyrroles from the Morita–Baylis–Hillman acetate of 2,2-dimethoxyacetaldehyde and a primary amine

Supplementary files

Article information

Article type
Communication
Submitted
03 Oct 2021
Accepted
09 Nov 2021
First published
10 Nov 2021

Green Chem., 2021,23, 9465-9469

Direct synthesis of N-aryl/alkyl 3-carbonylpyrroles from the Morita–Baylis–Hillman acetate of 2,2-dimethoxyacetaldehyde and a primary amine

L. Guo, J. Li, L. Vaccaro, M. Li and Y. Gu, Green Chem., 2021, 23, 9465 DOI: 10.1039/D1GC03635A

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