Issue 7, 2015

Transition metal free intramolecular selective oxidative C(sp3)–N coupling: synthesis of N-aryl-isoindolinones from 2-alkylbenzamides

Abstract

A synthetic method has been developed for the preparation of biologically important isoindolinones including indoprofen and DWP205190 drugs from 2-alkylbenzamide substrates by transition metal-free intramolecular selective oxidative coupling of C(sp3)–H and N–H bonds utilizing iodine, potassium carbonate and di-tert-butyl peroxide in acetonitrile at 110–140 °C.

Graphical abstract: Transition metal free intramolecular selective oxidative C(sp3)–N coupling: synthesis of N-aryl-isoindolinones from 2-alkylbenzamides

Supplementary files

Article information

Article type
Communication
Submitted
02 Nov 2014
Accepted
28 Nov 2014
First published
28 Nov 2014

Chem. Commun., 2015,51, 1371-1374

Transition metal free intramolecular selective oxidative C(sp3)–N coupling: synthesis of N-aryl-isoindolinones from 2-alkylbenzamides

A. Verma, S. Patel, Meenakshi, A. Kumar, A. Yadav, S. Kumar, S. Jana, S. Sharma, Ch. D. Prasad and S. Kumar, Chem. Commun., 2015, 51, 1371 DOI: 10.1039/C4CC08717H

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