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Catalyst-free direct regiospecific multicomponent synthesis of C3-functionalized pyrroles†
Amol Prakash Pawar,Jyothi Yadav,Atul Jankiram Dolas,Eldhose Iype,Krishnan Rangan,Indresh Kumar
Organic & Biomolecular Chemistry Pub Date : 06/24/2022 00:00:00 , DOI:10.1039/D2OB00961G
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
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