1191098-95-9Relevant academic research and scientific papers
Umpolung Addition of Aldehydes to Aryl Imines
Chen, Ning,Dai, Xi-Jie,Wang, Haining,Li, Chao-Jun
, p. 6260 - 6263 (2017/05/19)
One of the classical ways to synthesize amines involves the coupling of carbonyl compounds and imines, either through enolate chemistry or acyl-based carbanion equivalents. We herein report an alternative strategy that is based on the use of aldehydes as alkyl carbanion equivalents in a reductive coupling with aryl imines. A wide array of secondary amines can be synthesized in moderate to high yields. This reaction is mediated by hydrazine and catalyzed by ruthenium(II) complexes, and it tolerates various functional groups, such as esters, amides, and nitriles.
Three-component synthesis of α-branched amines under barbier-like conditions
Le Gall, Erwan,Haurena, Caroline,Sengmany, Stephane,Martens, Thierry,Troupel, Michel
supporting information; experimental part, p. 7971 - 7973 (2010/02/28)
(Chemical Equation Presented) An array of α-branched amines has been prepared by using an expedient three-component Mannich-type reaction among organic halides, aldehyde derivatives, and amines. The experimental procedure, which is characterized by its simplicity, employs zinc dust for the in situ generation of organozinc reagents. We show that this Barbier-like protocol constitutes a useful entry to diarylmethylamines, 1,2-diarylethylamines, α- or β-amino esters, benzylamines, and β-arylethylamines.
