A combined experimental and theoretical study of the thermal cycloaddition of aryl azides with activated alkenes

S Zeghada, G Bentabed-Ababsa, A Derdour…

Index: Zeghada, Sarah; Bentabed-Ababsa, Ghenia; Derdour, Aicha; Abdelmounim, Safer; Domingo, Luis R.; Saez, Jose A.; Roisnel, Thierry; Nassar, Ekhlass; Mongin, Florence Organic and Biomolecular Chemistry, 2011 , vol. 9, # 11 p. 4295 - 4305

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Citation Number: 17

Abstract

Reactions were performed from aryl azides on the one hand, and activated alkenes coming from β-dicarbonyl compounds or malonodinitrile on the other hand, either with recourse to conventional heating or to microwave activation, to afford 1-aryl-1H-1, 2, 3-triazoles. The mechanism and the regioselectivity of the reactions involving β-dicarbonyl compounds have been theoretically studied using DFT methods at the B3LYP/6-31G* level: they are domino ...