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.
Current Organic Synthesis
Title: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
Volume: 10 Issue: 4
Author(s): Orazio A. Attanasi, Luca Bianchi, Maurizio D’Auria, Fabio Mantellini and Rocco Racioppi
Affiliation:
Keywords: 1, 2-Diaza-1, 3-dienes, Electron- poor alkenes, Aza-Diels-Alder, Solvent free conditions, DFT calculations.
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.
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Cite this article as:
Attanasi A. Orazio, Bianchi Luca, D’Auria Maurizio, Mantellini Fabio and Racioppi Rocco, 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, Current Organic Synthesis 2013; 10 (4) . https://dx.doi.org/10.2174/1570179411310040006
DOI https://dx.doi.org/10.2174/1570179411310040006 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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