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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

[ Vol. 10 , Issue. 4 ]

Author(s):

Orazio A. Attanasi, Luca Bianchi, Maurizio D’Auria, Fabio Mantellini and Rocco Racioppi   Pages 631 - 639 ( 9 )

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.

Affiliation:

Istituto di Chimica Organica, Universita degli Studi di Urbino “Carlo Bo”, Via I Maggetti, 24, 61029 Urbino (PU), Italy.



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