A method for synthesizing N-trifluoromethylazole derivatives has been developed via the reaction of their sodium salts with dibromodifluoromethane and substitution of bromine by fluorine. The first ionic liquids with a trifluoromethyl group on an imidazol
Heteroaryl-N-difluoromethyltrimethylsilanes - Versatile sources of heteroaryl-N-difluoromethyl anions in reactions with carbonyl compounds
An efficient procedure for synthesizing heteroaryl-N-difluoromethyltrimethylsilanes - new nucleophilic difluoromethylene synthons - from easily available N-bromodifluoromethylated heterocycles, chlorotrimethylsilane and aluminium powder in triglyme or N-methylpyrrolidinone on a preparative scale in 71-75% isolated yield is described. Heteroaryl-N-difluoromethyltrimethylsilanes and benzaldehyde react under fluoride ion catalysis to give 1-(1,1-difluor-2-hydroxy-2-phenyl-ethyl)heteroaryls, whereas for anionic heteroaryl-N-difluoromethylation of cyclohexanone a stoichiometrical mixture of heteroaryl-N-difluoromethyltrimethylsilanes and tetramethylammonium fluoride has to be used.
Bissky,Staninets,Kolomeitsev,R?schenthaler
p. 374 - 378
(2007/10/03)
N-Trihalomethyl derivatives of benzimidazole, benzotriazole and indazole
1-Chlorodifluoromethyl- and 1-trifluoromethyl-substituted 2-methylbenzimidazoles and benzotriazoles were obtained by chlorination of the corresponding methyl 1-azoledithiocarboxylates and subsequent fluorination of the resulting 1-trichloromethyl derivatives. The condensation of N-sodium salts of 2-alkylbenzimidazoles and indazole with CF2Br2 was shown to afford the corresponding 1-bromodifluoromethylated compounds.
Yagupolskii, Lev M.,Fedyuk, Dmitrij V.,Petko, Kirill I.,Troitskaya, Valeriya I.,Rudyk, Valentina I.,Rudyuk, Vitalij V.
p. 181 - 187
(2007/10/03)
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