Issue 63, 2015

Beyond conventional routes, an unprecedented metal-free chemoselective synthesis of anthranilate esters via a multicomponent reaction (MCR) strategy

Abstract

A hitherto unreported route for the synthesis of anthranilate esters is demonstrated using 2-nitrobenzaldehyde, malonitrile and an alcohol or amine via a metal and oxidant free multicomponent reaction (MCR) strategy. This process simultaneously installs an ester and urea or urethane functionality via CO and CN bond formations via concurrent oxidation of the aldehyde group and reduction of the nitro group involving an intramolecular redox process.

Graphical abstract: Beyond conventional routes, an unprecedented metal-free chemoselective synthesis of anthranilate esters via a multicomponent reaction (MCR) strategy

Supplementary files

Article information

Article type
Communication
Submitted
23 Apr 2015
Accepted
10 Jun 2015
First published
10 Jul 2015

Chem. Commun., 2015,51, 12673-12676

Author version available

Beyond conventional routes, an unprecedented metal-free chemoselective synthesis of anthranilate esters via a multicomponent reaction (MCR) strategy

S. Sarkar and A. T. Khan, Chem. Commun., 2015, 51, 12673 DOI: 10.1039/C5CC03369A

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