Catalyst-free direct regiospecific multicomponent synthesis of C3-functionalized pyrroles
Amol Prakash Pawar1, Jyothi Yadav1, Atul Jankiram Dolas1
1Department of Chemistry, Birla Institute of Technology and Science, Pilani 333 031, Rajasthan, India. indresh.chemistry@gmail.com.
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.
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