39536-61-3Relevant academic research and scientific papers
Pt/C catalysed direct reductive amination of nitriles with primary amines in a continuous flow multichannel microreactor
Sharma, Sumeet K.,Lynch, James,Sobolewska, Anna M.,Plucinski, Pawel,Watson, Robert J.,Williams, Jonathan M. J.
, p. 85 - 88 (2013/04/10)
Aliphatic and aromatic secondary amines were synthesised selectively by one pot reductive amination of nitriles with primary amines using Pt/C (3% by weight) catalyst in a continuous flow multichannel microreactor. Molecular hydrogen was used as a clean reducing agent at moderate reaction conditions. The Royal Society of Chemistry 2013.
Novel cleavage of propargylamines by reaction with organolithium compounds
Barluenga, Jose,Canteli, Rosa-Maria,Florez, Josefa
, p. 3646 - 3649 (2007/10/03)
Treatment of secondary aliphatic 2-bromoallylamines with an excess of an organolithium compound led to saturated amines in which the organic group of the organolithium compound is incorporated at the α carbon. On the other hand, the successive reaction of the former amines with BuLi and t-BuLi between -80°C and rt gave 1,3-diamines or hexahydropyrimidines depending on the reaction time. The formation of these unexpected products involves initial generation of lithium propargylamides, which subsequently undergo cleavage of the C propargylic-C acetylenic bond induced by the organolithium present in each case in the reaction medium. A mechanism which takes into account all the different reaction products has been proposed and additionally supported by successful trapping of dilithium acetylide.
ELECTROCHEMICAL REDUCTIVE AMINATION. II. AMINATION OF ALIPHATIC ALDEHYDES WITH PRIMARY AMINES
Smirnov, Yu. D.,Pavlichenko, V. F.,Tomilov, A. P.
, p. 374 - 380 (2007/10/02)
The formation of a secondary amine by the electrolysis of an aqueous solution containing an aldehyde and a primary amine was studied.The formation of the secondary amines passes through the intermediate stage of an aldimine.The highest yield of secondary amine is attained at a molar ratio of primary amine to aldehyde of 1.2:1.As electrode material lead, cadmium, zinc, and copper may be used.As supporting electrolyte a phosphate buffer with a pH close to the pKa of the primary amine is recommended.By the method developed 32 amines with various structures were synthesized.
A New Synthesis of Imines via Grignard- and Cuprate Additions to N-Trimethylsilylformamides
Feringa, Ben L.,Jansen, Johan F. G. A.
, p. 184 - 186 (2007/10/02)
Various imines and some amines were synthesized by the addition of Grignard reagents, homo- and hetero-cuprates to N-silylated-, N-alkyl-, or N-arylformamides 1.
Lithium N-Lithiomethyldithiocarbamates: New N-Alkylaminomethyl Anion Equivalents
Ahlbrecht, Hubertus,Kornetzky, Dieter
, p. 775 - 777 (2007/10/02)
A new method for nucleophilic aminomethylation is described.It consists in the in situ conversion of a secondary methylamine to the lithium N-lithiomethyldithiocarbamate, subsequent reaction with one equivalent of an electrophile, and deprotection in a one-pot procedure to give the secondary amine substituted at the methyl group.By reaction with two equivalents of an alkyl iodide, alkyl N,N-dialkyldithiocarbamates, even mixed ones, are available too.
