New Entry to Tetrahydropyrazolopyrazolones via [3+2] Cycloaddition
Ivan Damljanović describes a new approach to synthesize tetrahydropyrazolopyrazolones.
Acid-Catalyzed [3+2] Cycloaddition of Enones with Azomethine Imines for Easy Access to Tetrahydropyrazolopyrazolones: J. P. Jovanović, G. A. Bogdanović, I. Damljanović
Synlett 2017, DOI: 10.1055/s-0036-1588678
Fused heterocycles containing two nitrogen atoms linked by a single bond are valuable bioactive molecules with a broad range of activities such as anti-bacterial, anti-inflammatory and anti-pyretic.
Recently the group of Dr. Ivan Damljanović from the University of Kragujevac (Serbia) reported a convenient and straightforward synthesis of diastereomerically pure tetrahydropyrazolopyrazolones.
Synthesis of tetrahydropyrazolopyrazolonesvergrößern
Dr. Damljanović said:
“Inexpensive AlCl3 and ZrCl4 can efficiently catalyze the [3+2] dipolar cycloaddition between the N,N’-cyclic azomethine imines and enones with a vinyl group, thereby providing access to easily separable diastereoisomers of 5,6-disubstituted tetrahydropyrazolopyrazolones which are useful and promising motifs in bioactive molecules.”