Abstract:
Heterocyclic chemistry has undergone considerable development due to the pharmacological importance of the majority of heterocyclic compounds, particularly nitrogen heterocycles. Pyrazolo-enaminones are versatile synthons due to their rapidity of both electrophilic and nucleophilic attack, in addition to reducing reaction time and increasing yield and process efficiency. Pyrazolo-enaminones are attractive intermediates for the synthesis of therapeutically active heterocycles such as quinolines, dibenzodiazepines, pyridinones, oxazoles and tetrahydrobenzoxazines. In this context, we were interested in the synthesis of antibacterial, anti-inflammatory agents from pyrazolo-enaminones which are the starting compounds for this synthesis and which are obtained by condensation of pyrazolo diketone with aromatic primary amines with the use of double lamellar hydroxides (LDH) as catalyst.
Réferences :
- Mohammadizadeh, M. R.; Hasaninejad, A.; Bahramzadeh, M.; Khanjarlou, Z. S. Synth.
Comm. 2009, 39, 1152–1165. - Bendaas, A.; Maamar, H. J. Heterocycl. Chem. 1999.36, 1291.
- Li, G.; Watson, K.; Buckheit, R.W.; Zhang, Y. Org. Lett. 2007, 9, 2043–2046.
4.White, J.D.; Lhle, D.C. Org. Lett. 2006, 8, 1081–1084.
5. Calle, M.; Calvo, L.A.; Ortega, A.G.; Gonzalez-Nogal, A.M. Tetrahedron. 2006, 62, 611–
618.
6. Felice, E.; Fioravanti, S. ; Pellacani, L.; Tardella, P.A. Tetrahedron Lett. 1999, 40, 4413–
4416.
7. Abass, M.; Mostafa, B.B. Bioorg. Med. Chem. 2005, 13, 6133–6144
8.F. Cavani, F. Trifiro, A. Vaccari, Catal. Today, 11 (1991) 173-301
9.Q. Wang and D. O’Hare, Chem. Rev., 2012, 112, 4124