Direct Multicomponent Synthesis of C3-Arylated Pyrroles under Catalyst-Free Conditions

Abstract An operationally simple catalyst-free protocol for the direct regiospecific synthesis of C3-arylated/alkenylated 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’ protocol to furnish pyrroles in good yields. Several C3-substituted N-alkylpyrroles have been prepared under open-flask conditions, avoiding protection-deprotection chemistry.

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Publication Details

Journal
Synthesis
Published
2024-08-05
DOI
https://doi.org/10.1055/a-2380-3855
Primary Topic
Synthesis and Characterization of Pyrroles
Type
article
Field-Weighted Citation Impact
0.00

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article

Direct Multicomponent Synthesis of C3-Arylated Pyrroles under Catalyst-Free Conditions

Atul Jankiram Dolas, Eldhose Iype, Yadav Kacharu Nagare, Amol Prakash Pawar et al.
Synthesis
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article

Direct Multicomponent Synthesis of C3-Arylated Pyrroles under Catalyst-Free Conditions

Atul Jankiram Dolas, Eldhose Iype, Yadav Kacharu Nagare, Amol Prakash Pawar, Krishnan Rangan, Indresh Kumar, Reena Jangir
article en

Abstract

Abstract An operationally simple catalyst-free protocol for the direct regiospecific synthesis of C3-arylated/alkenylated 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’ protocol to furnish pyrroles in good yields. Several C3-substituted N-alkylpyrroles have been prepared under open-flask conditions, avoiding protection-deprotection chemistry.

SynthesisVol. 57(02)
American University of the Middle East (KW), Birla Institute of Technology and Science - Hyderabad Campus (IN), Birla Institute of Technology and Science, Pilani - Goa Campus (IN), AAA College of Engineering and Technology, Birla Institute of Technology and Science, Pilani (IN)
Science and Engineering Research Board
Openalex Percentile: Top 91%
Synthesis and Characterization of Pyrroles
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Direct Multicomponent Synthesis of C3-Arylated Pyrroles under Catalyst-Free Conditions — Atul Jankiram Dolas, Eldhose Iype, et al. · Synthesis (2024) | TGRS Research Map | TGRS