Issue 4, 2024

Pd/Brønsted acid catalysed intramolecular N-allylation of indoles and pyrroles with alkynes for the synthesis of N-fused heterocycles

Abstract

We, herein, report a Pd(0) and Brønsted acid-catalyzed redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes for the synthesis of biologically important imidazolidinone-fused N-heterocycles. The allylation is completely atom-economical and is applicable to a wide range of substrates. The methodology eliminates the use of a leaving group or an oxidizing agent, often employed for the allylation of nucleophiles. To the best of our knowledge, N-allylation of indoles and pyrroles with alkynes has not been reported to date.

Graphical abstract: Pd/Brønsted acid catalysed intramolecular N-allylation of indoles and pyrroles with alkynes for the synthesis of N-fused heterocycles

Supplementary files

Article information

Article type
Communication
Submitted
12 Oct 2023
Accepted
05 Dec 2023
First published
06 Dec 2023
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2024,60, 428-431

Pd/Brønsted acid catalysed intramolecular N-allylation of indoles and pyrroles with alkynes for the synthesis of N-fused heterocycles

S. R. Bhoi, C. Debnath and S. Gandhi, Chem. Commun., 2024, 60, 428 DOI: 10.1039/D3CC05023H

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