4230-04-0Relevant academic research and scientific papers
Practical Catalytic Cleavage of C(sp3)?C(sp3) Bonds in Amines
Li, Wu,Liu, Weiping,Leonard, David K.,Rabeah, Jabor,Junge, Kathrin,Brückner, Angelika,Beller, Matthias
supporting information, p. 10693 - 10697 (2019/07/09)
The selective cleavage of thermodynamically stable C(sp3)?C(sp3) single bonds is rare compared to their ubiquitous formation. Herein, we describe a general methodology for such transformations using homogeneous copper-based catalysts in the presence of air. The utility of this novel methodology is demonstrated for Cα?Cβ bond scission in >70 amines with excellent functional group tolerance. This transformation establishes tertiary amines as a general synthon for amides and provides valuable possibilities for their scalable functionalization in, for example, natural products and bioactive molecules.
Synthesis of bio-based surfactants from cashew nutshell liquid in water
Bragoni, Valentina,Rit, Raja K.,Kirchmann, Robin,Trita, A. Stefania,Goo?en, Lukas J.
, p. 3210 - 3213 (2018/07/29)
3-Pentadecylcyclohexylamines were synthesised via Pd/C-catalysed reductive amination of crude cashew nutshell liquid, an underused waste product, with hydrogen in water. The short, modular, and waste-minimised synthetic approach enables access to structurally diverse neutral, cationic, and zwitterionic tenside derivatives.
Selective N-alkylation of primary amines with R-NH2·HBr and alkyl bromides using a competitive deprotonation/protonation strategy
Bhattacharyya, Shubhankar,Pathak, Uma,Mathur, Sweta,Vishnoi, Subodh,Jain, Rajeev
, p. 18229 - 18233 (2014/05/20)
Monoalkylation of primary amines using amine hydrobromides and alkyl bromides has been carried out. Under controlled reaction conditions the reactant primary amine was selectively deprotonated and made available for reaction, while the newly generated secondary amine remained protonated, and did not participate in alkylation further. Reaction was carried out under mild reaction conditions and was applicable to a wide range of primary amines and alkyl bromides.
Synthesis of N,N-dialkylcyclohexyl(methylcyclohexyl)amines
Kozlov,Basalaeva
, p. 632 - 636 (2007/10/03)
N,N-Dialkylcyclohexyl(methylcyclohexyl)amines were synthesized by reductive amination of cyclohexanone, cyclohexanol, and their o-, m-, and p-methyl-substituted derivatives with aliphatic nitriles and alcohols, and the steric structure of the products was determined.
NOUVELLE METHODE DE PREPARATION D'AMINES TERTIAIRES
Kapnang, H.,Charles, G.
, p. 1597 - 1600 (2007/10/02)
Tertiary amines R-N(CH2R')2 are obtained by reacting 1,5,3-perhydrodioxazepines derivatived from primary amines RNH2, with Grignard reagents R'MgX.
