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HALOACETYLATED ENOL ETHERS: 16[5] REGIOSPECIFIC SYNTHESIS OF 5-TRICHLOROMETHYL-PYRAZOLES

2002; Taylor & Francis; Volume: 32; Issue: 10 Linguagem: Inglês

10.1081/scc-120004150

1532-2432

Alex F. C. Flores, Marcos A. P. Martins, Adriano Rosa, Darlene C. Flores, Nilo Zanatta, Helio G. Bonacorsso,

Synthesis and Biological Evaluation

ABSTRACT The regiospecific synthesis and isolation of three series of 5-trichloromethyl-pyrazoles 2f–j, 3a–j and 4a–j from the cyclocondensation of 1,1,1-trichloro-4-alkoxy-3-alken-2-ones (1a–f) or trichloroacetyl containing β-diketones (1g–j) with dry hydrazine and phenyl-hydrazine is reported. It was established by 1H- and 13C-NMR spectroscopy that the 5-hydroxy-5-trichloromethyl-4,5-dihydro-1H-pyrazole intermediates 2a–j were formed quantitatively.