Catalyst-free direct regiospecific multicomponent synthesis of C3-functionalized pyrroles. Issue 29 (1st July 2022)

• Record Type: Journal Article
• Authors: Pawar, Amol Prakash; Yadav, Jyothi; Dolas, Atul Jankiram; Iype, Eldhose; Rangan, Krishnan; Kumar, Indresh
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 29(2022)
• Page Start: 5747
• Page End: 5758
• Publication Date: 2022-07-01
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00961g
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A catalyst-free multicomponent method has been developed for the direct regiospecific synthesis of β-(C3)-substituted N -alkyl/aryl/H-pyrroles in good yields under mild conditions with high atom economy and avoiding protection–deprotection chemistry. 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.