Issue 3, 2022

DMSO–allyl bromide: a mild and efficient reagent for atom economic one-pot N-allylation and bromination of 2°-aryl amines, 2-aryl aminoamides, indoles and 7-aza indoles

Abstract

A mixture DMSO–allyl bromide has been developed as a reagent for an atom economic one-pot N-allylation and aryl bromination under basic conditions. Utilizing this reagent, N-allylation–bromination of a number of 2°-aryl amines, aryl aminoamides, indoles, and 7-aza indoles has been achieved. The scope of the substrates and limitations, the synthetic utility of the products, and a plausible reaction mechanism have been proposed.

Graphical abstract: DMSO–allyl bromide: a mild and efficient reagent for atom economic one-pot N-allylation and bromination of 2°-aryl amines, 2-aryl aminoamides, indoles and 7-aza indoles

Supplementary files

Article information

Article type
Paper
Submitted
23 Nov 2021
Accepted
23 Dec 2021
First published
12 Jan 2022
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2022,12, 1834-1839

DMSO–allyl bromide: a mild and efficient reagent for atom economic one-pot N-allylation and bromination of 2°-aryl amines, 2-aryl aminoamides, indoles and 7-aza indoles

S. S. Smile, M. Novanna, S. Kannadasan and P. Shanmugam, RSC Adv., 2022, 12, 1834 DOI: 10.1039/D1RA08588C

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