Practical Synthesis of Pharmaceutically Relevant Pyrroles from α,β‐Unsaturated Aldehydes and Phenacyl Azides

Author:

Borkotoky Lodsna12,Maurya Ram Awatar12ORCID

Affiliation:

1. Applied Organic Chemistry Group Chemical Sciences & Technology Division CSIR-North East Institute of Science & Technology (NEIST) Jorhat 785006 Assam India

2. Academy of Scientific and Innovative Research (AcSIR) Ghaziabad Uttar Pradesh 201002 India

Abstract

AbstractStructurally diverse pyrroles were synthesized by direct coupling of α, β‐unsaturated aldehydes and phenacyl azides. The scope of the synthetic method was successfully demonstrated by synthesizing 28 different phenyl(5‐phenyl‐1H‐pyrrol‐2‐yl)methanones in high yields (87–95 %). Derivatization of a few synthesized pyrroles was demonstrated which shows the potential application of the developed protocol in new functional materials. To get a mechanistic insight of the reaction, a typical reaction was performed in a deuterated solvent and the progress of the reaction was monitored by recording its 1H NMR at regular time intervals.

Funder

CSIR-North East Institute of Science and Technology

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry

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