Efficient Three-Step Method for 1H-Pyrazolinyl-N-Phenylglicine Derivatives

Efficient Three-Step Method for 1H-Pyrazolinyl-N-Phenylglicine Derivatives

Paim, Gisele R.; Bonacorso, Helio G.; Pittaluga, Everton P.; Porte, Liliane M. F.; Cavinatto, Susiane; Martins, Marcos A. P.; Zanatta., Nilo

Abstract:

Secondary amines bearing a heteroaryl scaffold are well known for their applications in the chemical industry as basic intermediates to prepare fine chemicals, pharmaceuticals and agrochemicals. In addition, their remarkable biological properties confer to them an import role in the chemotherapy of a variety of diseases. Pyrazole and its derivatives are compounds whose synthesis, reactivity and bioactivity as anti-inflammatory, analgesic and anesthetic have been well explored. On the other hand the presence of the trifluoromethyl group (CF3) attached to heterocycles, has provided significant changes in their chemical, physical, spectroscopic and especially biological properties. Thus, the aim of this work is to report a facile and regioselective method to efficiently incorporate a Nphenylglicine substituent into a new series of 1,3,5,5-tetrasubstituted 4,5-dihydro-1H-pyrazoles 4.

Secondary amines bearing a heteroaryl scaffold are well known for their applications in the chemical industry as basic intermediates to prepare fine chemicals, pharmaceuticals and agrochemicals. In addition, their remarkable biological properties confer to them an import role in the chemotherapy of a variety of diseases. Pyrazole and its derivatives are compounds whose synthesis, reactivity and bioactivity as anti-inflammatory, analgesic and anesthetic have been well explored. On the other hand the presence of the trifluoromethyl group (CF3) attached to heterocycles, has provided significant changes in their chemical, physical, spectroscopic and especially biological properties. Thus, the aim of this work is to report a facile and regioselective method to efficiently incorporate a Nphenylglicine substituent into a new series of 1,3,5,5-tetrasubstituted 4,5-dihydro-1H-pyrazoles 4.

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DOI: 10.5151/chempro-14bmos-R0145-1

Referências bibliográficas

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• [3] 3Martins, M. A. P.; Pereira, C. M. P.; Sinhorin, A. P., Flores, A. F. C.; Bonacorso, H. G.; Zanatta, N. Curr. Org. Synth. 2004, 1, 391.
• [4] 4(a) Zhao, Y.; Bacher, A.; Illarionov, B.; Fischer, M.; Georg, G.; Ye, Q.; Fanwick, P. E.; Franzblau, S. G.; Wan, B.; Cushman, M. J. Org. Chem. 2009, 74, 5297, (b) Martins M. A. P.; Machado, P.; Rosa, F. A.; Rossatto, M.; Sauzem, P. D.; Silva, R. M. S; Rubin, M. A.; Ferreira, J.; Bonacorso, H. G; Zanatta, N. ARKIVOC 2007, xvi, 281.
• [5] 5Gudasi, K. B.; Patil, M. S.; Vadavi, R. S.; Shenoy, R. V.; Patil, S. A.; Nethaji, M. Spectrochim. Acta Part A 2007, 67, 172.

Como citar:

Paim, Gisele R.; Bonacorso, Helio G.; Pittaluga, Everton P.; Porte, Liliane M. F.; Cavinatto, Susiane; Martins, Marcos A. P.; Zanatta., Nilo; "Efficient Three-Step Method for 1H-Pyrazolinyl-N-Phenylglicine Derivatives", p-145-145. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0145-1