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Transition metal free intramolecular selective oxidative C(sp3)–N coupling: synthesis of N-aryl-isoindolinones from 2-alkylbenzamides†‡
Ajay Verma,Saket Patel,Meenakshi,Amit Kumar,Abhimanyu Yadav,Shailesh Kumar,Sadhan Jana,Shubham Sharma,Ch. Durga Prasad,Sangit Kumar
Chemical Communications Pub Date : 11/28/2014 00:00:00 , DOI:10.1039/C4CC08717H
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
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