Issue 29, 2022

Catalyst-free direct regiospecific multicomponent synthesis of C3-functionalized pyrroles

Abstract

An operationally simple catalyst-free protocol for the direct regiospecific synthesis of β-(C3)-substituted pyrroles has been developed. The enamine intermediate, in situ generated from succinaldehyde and a primary amine, was trapped with activated carbonyls before the Paal–Knorr reaction in a direct multicomponent “just-mix” fashion to furnish pyrroles with overall good yields. Several C3-substituted N-alkyl/aryl/H pyrroles have been produced under open-flask conditions with high atom economy and avoiding protection–deprotection chemistry.

Graphical abstract: Catalyst-free direct regiospecific multicomponent synthesis of C3-functionalized pyrroles

Supplementary files

Article information

Article type
Paper
Submitted
20 May 2022
Accepted
23 Jun 2022
First published
24 Jun 2022

Org. Biomol. Chem., 2022,20, 5747-5758

Catalyst-free direct regiospecific multicomponent synthesis of C3-functionalized pyrroles

A. P. Pawar, J. Yadav, A. J. Dolas, E. Iype, K. Rangan and I. Kumar, Org. Biomol. Chem., 2022, 20, 5747 DOI: 10.1039/D2OB00961G

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