6533b82ffe1ef96bd12950b5

RESEARCH PRODUCT

Synthesis of new fluorinated Tebufenpyrad analogs with acaricidal activity through regioselective pyrazole formation.

Jorge BuenoSantos FusteroSalvador VillanovaRaquel RománAntonio Simón-fuentesJuan F. Sanz-cervera

subject

TebufenpyradDiketoneMethylhydrazineHalogenationChemistryOrganic ChemistryHalogenationRegioselectivityPyrazoleChemical synthesisSolventchemistry.chemical_compoundOrganic chemistryAnimalsPyrazolesPesticidesAcaridae

description

In previous studies, our group has shown that the use of fluorinated alcohols such as trifluoroethanol (TFE) and hexafluoroisopropanol (HFIP) as solvents dramatically increases the regioselectivity in the pyrazole formation from 1,3-diketone with methylhydrazine. We have now applied this synthetic method to the preparation of new fluorinated pyrazoles, which have then been used as synthetic intermediates in the preparation of fluorinated analogs of Tebufenpyrad, a commercial acaricide. These compounds display a strong acaricidal activity that is either comparable to or better than that of the commercial compound.

10.1021/jo801729phttps://pubmed.ncbi.nlm.nih.gov/18855479