Microwave-Assisted Regiospecific Synthesis of 2-Trifluoromethyl-7- Trihalomethylated Pyrazolo[1,5-a]Pyrimidines

Title: Microwave-Assisted Regiospecific Synthesis of 2-Trifluoromethyl-7- Trihalomethylated Pyrazolo[1,5-a]Pyrimidines

Volume: 3 Issue: 5

Author(s): Fernanda A. Rosa, Helio G. Bonacorso, Nilo Zanatta, Alex F.C. Flores, Gabriela F. Fiss, Daniel J. Emmerich, Elisandra Scapin, Marcos A.P. Martins and Wilson Cunico

Affiliation:

Keywords: green chemistry, microwave irradiation, enones, pyrazoles, Pyrimidines

Abstract: The reaction of 5-trifluoromethyl-3-aminopyrazole with 1,1,1-trihalo-4-alkoxy-3-alken-2-ones CX3C (O)C(R2) = C(R1)OR, [where R2 = H, Me; R1 = H, alkyl, aryl, OEt and R = alkyl] both in the presence of environmentally benign microwave induced techniques and by the conventional method furnished eleven regiospecific halomethylated pyrazolo[1,5-a]pyrimidines. 1H- and 13C-NMR spectroscopy established that the 7-hydroxy-5-ethoxy-pyrazolo[1,5-a]-6,7-dihydropyrimidine intermediate was also formed.

Cite this article as:

Rosa A. Fernanda, Bonacorso G. Helio, Zanatta Nilo, Flores F.C. Alex, Fiss F. Gabriela, Emmerich J. Daniel, Scapin Elisandra, Martins A.P. Marcos and Cunico Wilson, Microwave-Assisted Regiospecific Synthesis of 2-Trifluoromethyl-7- Trihalomethylated Pyrazolo[1,5-a]Pyrimidines, Letters in Organic Chemistry 2006; 3 (5) . https://dx.doi.org/10.2174/157017806776611962