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Synthesis 2009(4): 643-649  
DOI: 10.1055/s-0028-1087677
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

A New Approach to Di- and Tetrasubstituted 2,3-Dihydropyridin-4(1H)-ones through Aza-Diels-Alder Reaction Promoted by Silicon Tetrachloride

Antonio Massa*a, Vincenzo de Sioa, Rosaria Villanoa,b, M. Rosaria Acocellaa, Laura Palombia, Giusi Sellittoc, Antonella Pedutoc, Rosanna Filosac, Paolo De Caprarisc, Arrigo Scettria
a Dipartimento di Chimica, Università di Salerno, Via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy
Fax: +39(089)969603; e-Mail: amassa@unisa.it;
b Istituto di Chimica Biomolecolare-CNR, Trav. La Crucca, 07040 Li Punti, Sassari, Italy
c Dipartimento di Scienze Farmaceutiche, Università di Salerno, Via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy
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Publication History

Received 18 September 2008
Publication Date:
27 January 2009 (online)

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Abstract

Silicon tetrachloride promotes an aza-Diels-Alder reaction with a range of imines and Danishefsky’s diene or an alkylated derivative, giving the desired products in good to excellent yields.

Key words

aza-Diels-Alder reaction - heterocycles - silicon tetrachloride

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