5 research outputs found

    Reduction of trichloromethyl to gem-dichloromethyl group with triphenylphosphine and water in ethyl acetate

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    En este trabajo se reporta un método de reducción de triclorometil compuestos bajo condiciones amigables al medio ambiente.A novel and efficient way of reducing trichloromethyl to gem-dichloromethyl compounds using environmentally friendly conditions has been developed. This reduction process consists of the treatment of a trichloromethyl compound with water and triphenylphosphine using ethyl acetate as solvent. This reaction proceeds in good yield when a strong electron-withdrawing group is attached to the trichloromethyl derivative.Conacy

    Synthesis of 5-substituted 2-pyrrolidinones by coupling of organozinc reagents with cyclic N-acyliminium ions

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    En el presente trabajo se describe un procedimiento simple y fácil para la preparación de pirrolidinonas 5-sustituidas a partir de un acoplamiento entre iones N-aciliminio y reactivos organometálicos derivados de zincA coupling reaction between cyclic N-acyliminium ions with organozinc reagents is described. The cyclic N-acyliminium ions, generated in situ from N-substituted-5-hydroxy-2-pyrrolidinones by treatment with BF3-etherate or titanium tetrachloride, were trapped by the organozinc reagent, formed by the alkylbromide in the presence of zinc in the same reaction media. The N-substituted 5-allyl-2-pyrrolidinones generated using this method, serves as versatile intermediates for the synthesis of azabicyclic systems with indolizidine and pyrroloazepinolizidine cores

    A Synthesis of 4-Chloro-2-(trichloromethyl)pyrimidines and Their Study in Nucleophilic Substitution

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    En el presente manuscrito se presenta un método nuevo para la preparación de tetracloropirimidinas y se presenta un estudio acerca de su reactividad química.A convenient two-step synthesis of 2-trichloromethyl-4-chloropyrimidines starting from 2-trichloromethyl-1,3-diazabutadienes is described. These nitrogen heterocycles were prepared in one pot synthesis by a sequential acylation/intramolecular cyclization reaction between 2-trichloromethyl-1,3-diazabutadienes and acyl chlorides in the presence of triethylamine followed by treatment with POCl3. This is the first report for the synthesis of this type of 2-trichloromethyl-4-chloropyrimidine derivatives and serves as a source for a wide variety of other substituted pyrimidines by nucleophilic substitution reactions.Conacy

    Chemoselective Reduction of Trichloromethyl Compounds to <i>gem</i>-Dichloromethyl Groups Following Appel’s Reaction Protocol

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    A simple and easy reduction of trichloroacetyl compounds following the modification of Appel’s reaction protocol, using triphenylphosphine and methanol, afforded the corresponding dichloroacetyl compounds, with the exception of trichloro­acetyl­morpholine, in yields of 80–98% under very mild experimental conditions. Likewise, when trichloromethyl heterocyclic compounds contain another reactive functional group, the reaction is highly chemoselective giving the dichloromethyl derivative
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