0000000000318826

AUTHOR

Jorge Bueno

showing 3 related works from this author

Synthesis of fluorinated allylic amines: Reaction of 2-(trimethylsilyl)ethyl sulfones and sulfoxides with fluorinated imines

2007

A new synthesis of fluorinated allylamines through the reaction of 2-(trimethylsilyl)ethyl sulfones and sulfoxides (as vinyl anion equivalents) with imines and imino esters has been described. The process includes a TBAF-mediated fragmentation of 2-(trimethylsilyl)ethyl sulfones to afford the desired allylic amines. When the reaction is performed with the corresponding sulfoxides, the fragmentation takes place under the addition conditions, affording the final products in a single step. (C) 2007 Elsevier B.V. All rights reserved.

Fluorinated iminesAllylic rearrangementTrimethylsilylfluorinated allylaminesChemistryOrganic ChemistrySingle stepBiochemistryInorganic Chemistrychemistry.chemical_compound2-(Trimethylsilyl)ethyl sulfones and sulfoxidesFragmentation (mass spectrometry)Fluorinated imino estersEnvironmental ChemistryOrganic chemistryPhysical and Theoretical ChemistryJournal of Fluorine Chemistry
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Synthesis of new fluorinated Tebufenpyrad analogs with acaricidal activity through regioselective pyrazole formation.

2008

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.

TebufenpyradDiketoneMethylhydrazineHalogenationChemistryOrganic ChemistryHalogenationRegioselectivityPyrazoleChemical synthesisSolventchemistry.chemical_compoundOrganic chemistryAnimalsPyrazolesPesticidesAcaridaeThe Journal of organic chemistry
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ChemInform Abstract: Synthesis of Fluorinated Allylic Amines: Reaction of 2-(Trimethylsilyl)ethyl Sulfones and Sulfoxides with Fluorinated Imines.

2008

A new synthesis of fluorinated allylamines through the reaction of 2-(trimethylsilyl)ethyl sulfones and sulfoxides (as vinyl anion equivalents) with imines and imino esters has been described. The process includes a TBAF-mediated fragmentation of 2-(trimethylsilyl)ethyl sulfones to afford the desired allylic amines. When the reaction is performed with the corresponding sulfoxides, the fragmentation takes place under the addition conditions, affording the final products in a single step.

chemistry.chemical_compoundAllylic rearrangementTrimethylsilylchemistryFragmentation (mass spectrometry)Organic chemistrySingle stepGeneral MedicineChemInform
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