Issue 71, 2017

Copper powder-catalyzed chelation-assisted cascade reaction of o-chloroarylacetic acids with amines under solvent- and ligand-free conditions: synthesis of oxindoles

Abstract

An efficient method to construct oxindole scaffolds from o-chloroarylacetic acids/esters with amines has been explored. This cascade protocol involves the in situ generation of o-aminoarylacetic acid derivatives by the copper powder catalyzed and weak O-chelation assisted Ullmann amination of unactivated C–Cl bonds under air, and solvent-/ligand-free conditions followed by annulative N-acylation.

Graphical abstract: Copper powder-catalyzed chelation-assisted cascade reaction of o-chloroarylacetic acids with amines under solvent- and ligand-free conditions: synthesis of oxindoles

Supplementary files

Article information

Article type
Paper
Submitted
23 Jul 2017
Accepted
15 Sep 2017
First published
21 Sep 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 45227-45231

Copper powder-catalyzed chelation-assisted cascade reaction of o-chloroarylacetic acids with amines under solvent- and ligand-free conditions: synthesis of oxindoles

J. Li, G. Chen, Q. Yang, Z. Li, C. Liu and P. Huang, RSC Adv., 2017, 7, 45227 DOI: 10.1039/C7RA08123E

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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