93026-21-2Relevant academic research and scientific papers
A convenient "one-pot" reaction for selective monoalkylation of N,N′-disubstituted ethylenediamines
Salerno, Alejandra,Figueroa, Maria Amalia,Perillo, Isabel A.
, p. 3193 - 3204 (2007/10/03)
A study on the scope of the method to obtain N,N,N′-trisubstituted ethylenediamines III by monoalkylation of N,N′-disubstituted ethylenediamines I through a "one-pot" reaction is presented. It involves condensation of compounds I with aldehydes followed by reduction of the formed imidazolidines II without previous isolation.
Reduction of Substituted 1H-4,5-Dihydroimidazolium Salts
Salerno, Alejandra,Ceriani, Vanina,Perillo, Isabel A.
, p. 1725 - 1733 (2007/10/02)
Reactions of several substituted 1H-4,5-dihydroimidazolium salts 1 with nucleophilic and electrophilic reducing agents acting via hydride transfer were explored.Reaction of compounds 1 with lithium aluminum hydride in THF afforded the corresponding imidazolidines 2.When alkaline borohydrides (sodium borohydride, potassium borohydride, sodium cyanoborohydride) in ethanol at room temperature were used, partial or total over-reduction of compounds 2 leading to N,N,N'-trisubstituted ethylenediamines took place on occasion.Results may be explained taking into account that reductive cleavage of 2 proceeds via a stabilized iminium ion present in protic solvents.Treatment of compounds 1 with an excess of borane in THF afforded the corresponding imidazolidines 2 or their borane complexes, according to the substituent type.
