68164-02-3Relevant academic research and scientific papers
Efficient preparation of N-benzyl secondary amines via benzylamine-borane mediated reductive amination
Peterson, Matt A.,Bowman, Adam,Morgan, Sarah
, p. 443 - 448 (2007/10/03)
An efficient one-pot reductive amination protocol for preparing N-benzyl secondary amines is described.
Preparation of secondary amines by reductive animation with metallic magnesium
Micovic, Ivan V.,Ivanovic,Roglic, Goran M.,Kiricojevic, Vesna D.,Popovic, Jelena B.
, p. 265 - 269 (2007/10/03)
A novel and efficient method for the preparation of secondary amines by reductive animation of carbonyl compounds with primary amines has been developed. The reduction, effected with metallic magnesium in methanol, utilizing triethylamine-acetic acid as a buffer, gave pure secondary amines, mostly in good yields (65-80%). No formation of tertiary amines or alcohols was observed. Use of ammonium acetate as an amino component gave primary amines in modest yields (ca. 50%), together with variable amounts of secondary amines. Enamines failed to undergo reduction. The method is inexpensive, relatively rapid, operationally simple and suitable for large-scale preparations. In addition, a simple method for separation of primary amines from secondary ones has been developed.
ADDITION OF BORON TRIFLUORIDE COMPLEXES OF ORGANOCOPPER REAGENTS TO ALDIMINES CONTAINING α-HYDROGENES
Wada, Makoto,Sakurai, Yoji,Akiba, Kin-ya
, p. 1079 - 1082 (2007/10/02)
RCu*BF3, generated in situ from Grignard reagents, CuI, and BF3*OEt2, added to aldimines containing α-hydrogens to afford secondary amines in good yields.Boron trifluoride complex of dialkylcuprate gave essentially the same result with wider application.
