134240-37-2Relevant academic research and scientific papers
The addition of amines to diisobutylaluminum-imine complexes. Preparation of NPS R-568 hydrochloride
Barmore, Robert M.,Logan, Sarah R.,Van Wagenen, Bradford C.
, p. 3451 - 3454 (1998)
A facile procedure for the preparation of secondary and tertiary amines from nitriles has been developed. The addition of amines to diisobutylaluminum-imine complexes derived by treating nitriles with DIBAL-H was found to proceed in moderate to good yield
Switching Selectivity in Copper-Catalyzed Transfer Hydrogenation of Nitriles to Primary Amine-Boranes and Secondary Amines under Mild Conditions
Song, Hao,Xiao, Yao,Zhang, Zhuohua,Xiong, Wanjin,Wang, Ren,Guo, Liangcheng,Zhou, Taigang
, p. 790 - 800 (2022/01/11)
A simple and efficient copper-catalyzed selective transfer hydrogenation of nitriles to primary amine-boranes and secondary amines with an oxazaborolidine-BH3 complex is reported. The selectivity control was achieved under mild conditions by switching the solvent and the copper catalysts. More than 30 primary amine-boranes and 40 secondary amines were synthesized via this strategy in high selectivity and yields of up to 95%. The strategy was applied to the synthesis of 15N labeled in 89% yield.
Polyoxometalate-Driven Ease Conversion of Valuable Furfural to trans- N, N-4,5-Diaminocyclopenten-2-ones
Fountoulaki, Stella,Lykakis, Ioannis N.,Tzani, Marina A.
supporting information, (2022/02/10)
We investigated the catalytic efficacy of silicotungstic acid (H4SiW12O40) polyoxometalate (POM) toward the reaction between furfural and amines that selectively yields trans-N,N-4,5-substituted-diaminocyclopenten-2-ones (trans-DACPs). H4SiW12O40 facilita
Efficient photocatalytic one-pot hydrogenation and N-alkylation of nitrobenzenes/benzonitriles with alcohols over Pd/MOFs: Effect of the crystal morphology & “quasi-MOF” structure
Bian, Fengxia,Cheng, Hongmei,Jiang, Heyan,Liu, Xingyan,Long, Xingyu,Yang, Chaofen
, p. 121 - 131 (2020/06/23)
One-pot multi-step reactions over visible-light induced catalysis feature the sustainable green process. Here, ligand structure change and 2-MI coordinated modulation were adapted to adjust the crystal size, morphology and crystalline structure of Fe-MOFs; double solvent impregnation was employed for the Pd loading; “quasi-MOF” materials with retained morphology were formed with calcination under N2. Above modified materials were employed as multifunctional photocatalysts for highly efficient one-pot hydrogenation and N-alkylation of nitrobenzenes or benzonitriles with alcohols after in situ Pd photoreduction. Photocatalytic performance was evidently affected by the Fe-MOFs crystal size, morphology, crystalline structure alteration and “quasi-MOF” construction. One-pot hydrogenation and N-alkylation of benzonitriles with alcohols was achieved with excellent catalytic performance firstly in heteroegeneous catalysis. Reaction mechanism was proposed with the assistance of in situ DRIFTS.
Ultrasound-assisted solventless synthesis of amines by in situ oxidation/reductive amination of benzyl halides
Khumraksa, Bannarak,Phakhodee, Wong,Pattarawarapan, Mookda
, p. 20454 - 20458 (2014/06/09)
Ultrasound-assisted solventless oxidation/reductive amination of benzyl halides was developed as a facile, efficient, and environmental friendly method toward N-alkylated amines. Aldehydes were formed in situ by oxidation of organic halides with N-methylmorpholine N-oxide (NMO), followed by direct reductive amination with amines using sodium borohydride and montmorillonite K-10 catalyst as the reducing system. This green and simple procedure enables N-alkylated amines to be prepared in good to excellent yields with high selectivity of the monoalkylation. This journal is the Partner Organisations 2014.
Effective reductive amination of carbonyl compounds with hydrogen catalyzed by iridium complex in organic solvent and in ionic liquid
Imao, Daisuke,Fujihara, Shoichiro,Yamamoto, Takeshi,Ohta, Tetsuo,Ito, Yoshihiko
, p. 6988 - 6992 (2007/10/03)
The direct reductive amination (DRA) of carbonyl compounds with amines has been achieved using homogenous iridium catalyst and gaseous hydrogen. It appeared that the cationic iridium catalyst, [Ir(cod)2]BF 4, without any other ligands was sufficient for the reaction. For the DRA of the ketone substrates, an ionic liquid, [Bmim]BF4, was found to be superior to the other organic solvent used. Especially, the counter anion of the ionic liquid has a significant influence on the selectivity, and at the same time, a high reaction temperature was found to be crucial for the excellent selectivity.
Highly stereoselective Friedel-Crafts type cyclization. Facile access to enantiopure 1,4-dihydro-4-phenyl isoquinolinones
Philippe, Nicolas,Denivet, Fran?ois,Vasse, Jean-Luc,Sopkova-De Olivera Santos, Jana,Levacher, Vincent,Dupas, Georges
, p. 8049 - 8056 (2007/10/03)
The present report describes a stereoselective synthesis of 1,4-dihydro-4-phenyl isoquinolinones 5 based on a stereoselective Friedel-Crafts type cyclization. Cyclization precursors 1 were prepared in two steps, from the readily available (S)-mandelic acid, in 60-80% overall yield. The stereoselective electrophilic cyclization was accomplished in 20-86% yield and with 20-97% ee. In the course of this work, the presence of the amide carbonyl was found to be particularly important to guarantee a stereospecific process during the electrophilic aromatic substitution.
