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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 19, 1989 - Issue 13-14
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Original Articles

Disilylated Compounds as Precursors of Heterocycles: A New and Easy Oxadiazole Synthesis

Benoit Rigo Laboratoire de Synthèses Organiques, Ecole des Hautes Etudes Industrielles, 13 rue de Toul, 59046, Lille, France; Laboratoire de Synthèse Organique, Université des Sciences et Techniques de Li1le-Flandres-Artois, 59655, Villeneuve d'Ascq, France
,
Dominique Fasseur Laboratoire de Synthèses Organiques, Ecole des Hautes Etudes Industrielles, 13 rue de Toul, 59046, Lille, France; Laboratoire de Synthèse Organique, Université des Sciences et Techniques de Li1le-Flandres-Artois, 59655, Villeneuve d'Ascq, France
,
Pascal Cauliez Laboratoire de Synthèses Organiques, Ecole des Hautes Etudes Industrielles, 13 rue de Toul, 59046, Lille, France; Laboratoire de Synthèse Organique, Université des Sciences et Techniques de Li1le-Flandres-Artois, 59655, Villeneuve d'Ascq, France
&
Daniel Couturier Laboratoire de Synthèses Organiques, Ecole des Hautes Etudes Industrielles, 13 rue de Toul, 59046, Lille, France; Laboratoire de Synthèse Organique, Université des Sciences et Techniques de Li1le-Flandres-Artois, 59655, Villeneuve d'Ascq, France
Pages 2321-2335 | Received 09 Mar 1989, Published online: 24 Oct 2006
 
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Abstract

Silyl diacylhydtazines have been synthesized. When they are treated with 3 slight amount of a uariety of catalyst (nucleophiles, F, true or Lewis acids, Pd, Pt.), 1,3,4-oxadiazoles are obtained. This cyclization can be performed in one step by using hexamethyldisilazane or dimethyldichlorosilane as the silylation agent.

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