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Direct synthesis of N-aryl/alkyl 3-carbonylpyrroles from the Morita–Baylis–Hillman acetate of 2,2-dimethoxyacetaldehyde and a primary amine†
Luxia Guo,Jiaqi Li,Luigi Vaccaro,Minghao Li
Green Chemistry Pub Date : 11/10/2021 00:00:00 , DOI:10.1039/D1GC03635A
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
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