65978-51-0Relevant academic research and scientific papers
THE ACTIVATION OF IMINES TO NUCLEOPHILIC ATTACK BY GRIGNARD REAGENTS
Brook, Michael,Jahangir
, p. 893 - 898 (2007/10/02)
The reaction of trimethylsilyl trifluoromethylmethanesulfonate (trimethylsilyl triflate, TMSOTf) with imines leads to the formation of N-trimethylsilyliminium salts which react efficiently with soft nucleophiles to form secondary amines.
Reaction de l'azaallyllithium en serie acetylenique: Une methode directe de preparation de phenylethynyl pyrrolidines, -pyrrolines et -pyrroles N-non substitues et N-alkyles
Vo-Quang, Liliane,Vo-Quang, Yen
, p. 145 - 151 (2007/10/02)
Cycloaddition of 1,3-diphenyl-2-azaallyllithium to tolane, diphenylbutadiyne and 1,4-diphenylbutenyne E produces quantitatively 2,3,4,5-tetraphenylpyrrole, 3-phenylethynyl-2,4,5-triphenyl-3-pyrroline and 3-phenylethynyl-2,4,5-triphenylpyrrolidine, respectively.Treatment before hydrolysis with benzyl bromide or dimethyl sulfate gives N-alkylsubstituted derivatives.The structure of 3-pyrrolines was established by spectral data and chemical correlations.Stereochemical courses of this new synthetic method for 3-pyrrolines are discussed.
METALLATION OF BENZYLIDENEBENZYLAMINE
Gracheva, R. A.,Potapov, V. M.,Sivov, N. A.,Sivova, L. I.
, p. 1963 - 1970 (2007/10/02)
The reactions of benzylidenebenzylamine with methyllithium and lithium diethylamide were investigated by GLC.Products with different structures from condensation of the azomethine are formed: Cyclic 2,4,5-triphenyl-3-benzylimidazolidine and noncyclic dibenzylidene-1,2-diphenylethylenediamine.Investigation of the effects of the solvent, temperature, and ratio of reagents on the reaction made it possible to obtain conditions for synthetic application of the 1,3-diphenylazaallyllithium, obtained by metallation of benzylidenebenzylamine, in reactions with alkyl halides, carbon dioxide, carbonyl compounds, and phenyl isocyanate.These conditions involve a temperature between -60 and -70 deg C and an equimolar ratio between the reagents.
