56640-53-0Relevant academic research and scientific papers
Synthesis of secondary carbinamine via n-boryl imines generated from nitriles and alkylboranes
Itsuno, Shinichi,Hachisuka, Chiharu,Kitano, Keisuke,Ito, Koichi
, p. 627 - 630 (1992)
The partial reduction of nitriles with several alkylboranes produced an addition product, N-boryl imine, which was readily converted to secondary carbinamine by treatment with organolithium or Grignard reagents. Optically active N-boryl imines were also prepared from chiral borane and nitrile for the chiral amine synthesis.
Carbon-carbon bond formations at the benzylic positions of N-benzylxanthone imines and N-benzyldi-1-naphthyl ketone imine
Niwa, Takashi,Suehiro, Takafumi,Yorimitsu, Hideki,Oshima, Koichiro
experimental part, p. 5125 - 5131 (2009/11/30)
Two N-benzyl imines are designed to allow for carbon-carbon bond formations at the aminated benzylic positions. Direct benzylic arylation reactions of N-benzylxanthone imine with aryl chlorides proceed under palladium catalysis in the presence of cesium hydroxide, yielding the corresponding benzhydrylamine derivatives. Alkylation reactions of N-benzyldi-1-naphthyl ketone imine with alkyl halides in the presence of potassium tert-butoxide afford the corresponding 1-phenylalkylamines in high yields. Conjugate addition of N-benzyldi-1-naphthyl ketone imine is also described.
