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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Novel Tetrahydropyridazines by Unusual Aza-Diels-Alder Reaction of Electron-poor 1,2-Diaza-1,3-dienes with Electron-poor Alkenes Under Solvent Free Conditions

Author(s): Orazio A. Attanasi, Luca Bianchi, Maurizio D’Auria, Fabio Mantellini and Rocco Racioppi

Volume 10 , Issue 4 , 2013

Page: [631 - 639] Pages: 9

DOI: 10.2174/1570179411310040006

Price: $65

Abstract

1,2-Diaza-1,3-dienes bearing electron-withdrawing groups react with electron-poor alkenes by means of an uncommon aza- Diels-Alder reaction furnishing novel tetrahydropyridazines with high regio- and stereoselectivity. Conducting these cycloadditions in solvent free conditions under thermal conditions the reaction times are significantly reduced, the yields are improved and the stereoselectivity remained unchanged.

Keywords: 1, 2-Diaza-1, 3-dienes, Electron- poor alkenes, Aza-Diels-Alder, Solvent free conditions, DFT calculations.


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