Issue 18, 2012
From the journal:

Chemical Communications

First domino radical cyclisation/Smiles rearrangement combination†

Marc Pudlo,‡a   Ingrid Allart-Simon,a   Bernard Tinant,b   Stéphane Gérard*a  and  Janos Sapi*a  

* Corresponding authors

a Institut de Chimie Moléculaire de Reims, UMR CNRS 6229, Université de Reims-Champagne-Ardenne, Faculté de Pharmacie, 51 rue Cognacq-Jay, Cedex, France
E-mail: janos.sapi@univ-reims.fr, stephane.gerard@univ-reims.fr
Tel: +33 326918022

b MOST, IMCN, Bâtiment. Lavoisier, place Louis Pasteur 1, boîte L40102, Belgium

Abstract

An unprecedented domino radical cyclisation–Smiles rearrangement process affording 3-(2′-aryl-N-methyl acetamido)indolin-2-ones is presented. Experimental rationalisation of this approach and description of an unexpected tricyclic core are also handled.

Graphical abstract: First domino radical cyclisation/Smiles rearrangement combination

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Article information

DOI
https://doi.org/10.1039/C2CC15670A
Article type
Communication
Submitted
13 Sep 2011
Accepted
04 Jan 2012
First published
23 Jan 2012

Chem. Commun., 2012,48, 2442-2444

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First domino radical cyclisation/Smiles rearrangement combination

M. Pudlo, I. Allart-Simon, B. Tinant, S. Gérard and J. Sapi, Chem. Commun., 2012, 48, 2442 DOI: 10.1039/C2CC15670A

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