- Pt/C catalysed direct reductive amination of nitriles with primary amines in a continuous flow multichannel microreactor
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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.
- Sharma, Sumeet K.,Lynch, James,Sobolewska, Anna M.,Plucinski, Pawel,Watson, Robert J.,Williams, Jonathan M. J.
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- Novel cleavage of propargylamines by reaction with organolithium compounds
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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.
- Barluenga, Jose,Canteli, Rosa-Maria,Florez, Josefa
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p. 3646 - 3649
(2007/10/03)
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- ELECTROCHEMICAL REDUCTIVE AMINATION. II. AMINATION OF ALIPHATIC ALDEHYDES WITH PRIMARY AMINES
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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.
- Smirnov, Yu. D.,Pavlichenko, V. F.,Tomilov, A. P.
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p. 374 - 380
(2007/10/02)
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- Lithium N-Lithiomethyldithiocarbamates: New N-Alkylaminomethyl Anion Equivalents
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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.
- Ahlbrecht, Hubertus,Kornetzky, Dieter
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p. 775 - 777
(2007/10/02)
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- A New Synthesis of Imines via Grignard- and Cuprate Additions to N-Trimethylsilylformamides
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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.
- Feringa, Ben L.,Jansen, Johan F. G. A.
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p. 184 - 186
(2007/10/02)
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