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Synlett 2009(20): 3333-3335  
DOI: 10.1055/s-0029-1218379
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

NaIO4-Mediated Decarboxylative Oxidation of γ-Lactam Carboxylic Acids: A Simple Approach towards N-Aryl Maleimide Derivatives

Gopa Barman, Jayanta K. Ray*
Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India
e-Mail: jkray@chem.iitkgp.ernet.in; e-Mail: rayjayanta@hotmail.com;
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Publication History

Received 11 September 2009
Publication Date:
18 November 2009 (online)

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Abstract

A simple methodology has been developed for the ­synthesis of N-aryl maleimides from N-aryl γ-lactam-2-carboxylic acids by decaboxylative oxidation and dehydrogenation with the oxidant NaIO4/LiBr in refluxing acetonitrile-water solvent.

Key words

maleimides - decarboxylation - oxidation - γ-lactam 2-carboxylic acids - bromination