Issue 98, 2013
From the journal:

Chemical Communications

Hypervalent iodine-mediated oxidative cyclisation of p-hydroxy acetanilides to 1,2-dispirodienones†

Laurent Chabaud,*a   Tatiana Hromjakova,a   Matt Rambla,a   Pascal Retailleaua  and  Catherine Guillou*a  

* Corresponding authors

a Centre de Recherche de Gif, Institut de Chimie des Substances Naturelles, CNRS, LabEx LERMIT, 1 avenue de la Terrasse, Gif-sur-Yvette, France
E-mail: catherine.guillou@cnrs.fr, laurent.chabaud@cnrs.fr
Fax: +33 (0)1 69 07 72 47

Abstract

1,2-Dispirodienones were synthesized by hypervalent iodine-mediated phenolic oxidation of p-hydroxy acetanilides. The reaction is compatible with several substituted anilides and affords a new class of 1,2-dispirodienones that are remarkably stable under thermal or acidic conditions.

Graphical abstract: Hypervalent iodine-mediated oxidative cyclisation of p-hydroxy acetanilides to 1,2-dispirodienones

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Article information

DOI
https://doi.org/10.1039/C3CC47171C
Article type
Communication
Submitted
19 Sep 2013
Accepted
14 Oct 2013
First published
31 Oct 2013

Chem. Commun., 2013,49, 11542-11544

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Hypervalent iodine-mediated oxidative cyclisation of p-hydroxy acetanilides to 1,2-dispirodienones

L. Chabaud, T. Hromjakova, M. Rambla, P. Retailleau and C. Guillou, Chem. Commun., 2013, 49, 11542 DOI: 10.1039/C3CC47171C

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