341529-08-6Relevant articles and documents
Heteroaryl-N-difluoromethyltrimethylsilanes - Versatile sources of heteroaryl-N-difluoromethyl anions in reactions with carbonyl compounds
Bissky,Staninets,Kolomeitsev,R?schenthaler
, p. 374 - 378 (2007/10/03)
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.