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Copper(II)/Copper(I)-Catalyzed Aza-Michael Addition/Click Reaction of in Situ Generated α-Azidohydrazones: Synthesis of Novel Pyrazolone−Triazole Framework

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journal contribution
posted on 05.02.2010, 00:00 by Orazio A. Attanasi, Gianfranco Favi, Paolino Filippone, Fabio Mantellini, Giada Moscatelli, Francesca R. Perrulli
A one-pot Cu(II)-catalyzed aza-Michael addition of trimethylsilyl azide to 1,2-diaza-1,3-dienes and Cu(I)-catalyzed 1,3-dipolar cycloaddition of in situ generated α-azidohydrazones with alkynes is reported. This process combining two consecutive steps with recycling of the catalyst (Cu(OAc)2·H2O) represents a useful protocol for the smooth synthesis of novel pyrazolone−triazole derivatives.

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