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Catalysis Letters

, Volume 141, Issue 8, pp 1130–1135 | Cite as

Synergic Effects of Ionic Liquid and Microwave Irradiation in Promoting Trifluoromethylpyrazole Synthesis

  • Lilian Buriol
  • Clarissa P. Frizzo
  • Liziê D. T. Prola
  • Dayse N. Moreira
  • Mara R. B. Marzari
  • Elisandra Scapin
  • Nilo Zanatta
  • Helio G. Bonacorso
  • Marcos A. P. Martins
Article

Abstract

The synthesis of 5-trifluoromethyl-1-phenyl-1H-pyrazoles from the reactions of 4-alkoxy-1,1,1-trifluoro-3-alken-2-ones [CF3C(O)CH=C(R1)OR, where R = Me, Et; R= H, Me, Bu, i-Bu, Ph, 4-MeC6H4, 4-FC6H4, 4-ClC6H4, 4-BrC6H4, 4-IC6H4, fur-2-yl] with phenyl hydrazine in the presence of ionic liquid [BMIM][BF4] is reported. Synergic effects of ionic liquid and microwave irradiation in promoting pyrazole synthesis have been shown for the first time.

Graphical Abstract

R = Me, Et R1 = H, Me, Bu, i-Bu, Ph, 4-Me-C6H4, 4-F-C6H4, 4-Cl-C6H4, 4-Br-C6H4, 4-I-C6H4, Fur-2-yl.

Keywords

Microwave Irradiation Ionic Liquid Pyrazole Catalysis Halogenated compounds 

Notes

Acknowledgments

The authors are grateful to Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq Procs. No. 578426/2008-0; 471519/2009-0), Fundação de Amparo à Pesquisa do Estado do Rio Grande do Sul (FAPERGS/CNPq-PRONEX Edital No. 008/2009, Proc. No. 10/0037-8) and Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES/PROEX) for financial support. The fellowships from CNPq (M.A.P.M., L.B., D.N.M., M.R.B.M., L.D.T.P., N.Z., H.G.B.) and CAPES (C.P.F.) are also acknowledged.

Supplementary material

10562_2011_571_MOESM1_ESM.doc (53 kb)
Supplementary material 1 (DOC 53 kb)

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Copyright information

© Springer Science+Business Media, LLC 2011

Authors and Affiliations

  • Lilian Buriol
    • 1
  • Clarissa P. Frizzo
    • 1
  • Liziê D. T. Prola
    • 1
  • Dayse N. Moreira
    • 1
  • Mara R. B. Marzari
    • 1
  • Elisandra Scapin
    • 2
  • Nilo Zanatta
    • 1
  • Helio G. Bonacorso
    • 1
  • Marcos A. P. Martins
    • 1
  1. 1.Núcleo de Química de Heterociclos (NUQUIMHE), Departamento de QuímicaUniversidade Federal de Santa MariaSanta MariaBrazil
  2. 2.Laboratório de Química, Coordenação de Engenharia AmbientalUniversidade Federal do TocantinsPalmasBrazil

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