127598-63-4Relevant academic research and scientific papers
Metal- and Base-Free Room-Temperature Amination of Organoboronic Acids with N-Alkyl Hydroxylamines
Sun, Hong-Bao,Gong, Liang,Tian, Yu-Biao,Wu, Jin-Gui,Zhang, Xia,Liu, Jie,Fu, Zhengyan,Niu, Dawen
, p. 9456 - 9460 (2018/07/29)
We have found that readily available N-alkyl hydroxylamines are effective reagents for the amination of organoboronic acids in the presence of trichloroacetonitrile. This amination reaction proceeds rapidly at room temperature and in the absence of added metal or base, it tolerates a remarkable range of functional groups, and it can be used in the late-stage assembly of two complex units.
Efficient Ruthenium(II)-Catalyzed Direct Reductive Amination of Aldehydes under Mild Conditions Using Hydrosilane as the Reductant
Li, Bin,Zheng, Jianxiong,Zeng, Weifeng,Li, Yibiao,Chen, Lu
supporting information, p. 1349 - 1355 (2017/03/11)
A direct reductive amination of aldehydes with anilines is performed with a ruthenium(II)-(arene) catalyst. The [RuCl2(p-cymene)]2/Ph2SiH2 catalytic system is very efficient for the synthesis of secondary amines and tertiary amines in good yields, and is highly chemoselective, tolerating a wide range of functional groups, such as NO2, CN, CO2Me, F, Cl, Br, OMe, Me, furyl and alkyl. We also report an interesting direductive amination of 2-ethylbutanal.
Imidazolium-based ionic liquid-catalyzed hydrosilylation of imines and reductive amination of aldehydes using hydrosilane as the reductant
Li, Bin,Zhang, Shilin,Wu, Weizhen,Liang, Lecheng,Jiang, Shaohua,Chen, Lu,Li, Yibiao
, p. 31795 - 31799 (2017/07/10)
The first imidazolium-based ionic liquid-catalyzed hydrosilylation of imine and reductive amination of aldehydes with primary amines using a catalytic amount of 1-butyl-3-methylimidazolium tetrachloride iron [BMIm][FeCl4] and Ph2SiH2 as a reductant were performed under mild conditions. Good yields of secondary amines with high chemoselectivity and a tolerance for a wide range of functional groups were obtained.
A Highly Efficient Base-Metal Catalyst: Chemoselective Reduction of Imines to Amines Using An Abnormal-NHC-Fe(0) Complex
Bhunia, Mrinal,Hota, Pradip Kumar,Vijaykumar, Gonela,Adhikari, Debashis,Mandal, Swadhin K.
supporting information, p. 2930 - 2937 (2016/10/06)
A base-metal, Fe(0)-catalyzed hydrosilylation of imines to obtain amines is reported here which outperforms its noble-metal congeners with the highest TON of 17000. The catalyst, (aNHC)Fe(CO)4, works under very mild conditions, with extremely low catalyst loading (down to 0.005 mol %), and exhibits excellent chemoselectivity. The facile nature of the imine reduction under mild conditions has been further demonstrated by reducing imines towards expensive commercial amines and biologically important N-alkylated sugars, which are difficult to achieve otherwise. A mechanistic pathway and the source of chemoselectivity for imine hydrosilylation have been proposed on the basis of the well-defined catalyst and isolable intermediates along the catalytic cycle.
NaBH4/Ga(OH)3: An efficient reducing system for reductive amination of aldehydes
Pourhanafi, Shabnam,Setamdideh, Davood,Khezri, Behrooz
, p. 709 - 712 (2013/11/06)
Structurally different secondary amineshave been synthesized by reductive amination of a variety of aldehydes and anilines with NaBH4/Ga(OH) 3 as new reducing systems in CH3CN at room temperature in high to excellent yields of products (88-95%).
Catalyst-free alkylation of aromatic amines with aldehydes
He, Qi,Wang, Zhouyu,Qian, Shan,Jiang, Zhenju,Li, Jianhui,Jiang, Dehong,Ai, Wensi
, p. 369 - 373 (2013/07/26)
In the absence of any additional catalysts, a series of aromatic amines were alkylated with a range of aromatic and aliphatic aldehydes. Moderate to excellent isolated yields (up to 94%) were obtained under mild conditions. Simultaneously, the reaction ti
Fast and efficient reductive amination of aldehydes by NaBH 4/B(OH)3 and NaBH4/Al(OH)3
Setamdideh, Davood,Hasani, Samira,Noori, Shahla
, p. 1267 - 1271 (2014/04/03)
Reductive amination a variety of aldehydes and anilines to their corresponding secondary amines were carried out with NaBH4/B(OH) 3 and NaBH4/Al(OH)3 as new reducing systems in CH3CN at room temperature in high to excellent yields of products (90-96%).
Amine synthesis through mild catalytic hydrosilylation of imines using polymethylhydroxysiloxane and [RuCl2(arene)]2 catalysts
Li, Bin,Sortais, Jean-Baptiste,Darcel, Christophe,Dixneuf, Pierre H.
experimental part, p. 396 - 399 (2012/06/01)
Tolerate silicone! The stable [RuCl2(p-cymene]2 complex is an efficient catalyst for the direct chemoselective hydrosilylation of functionalized aldimines and ketimines into amines, using polymethylhydroxysiloxane as an inexpensive, stable, and safe hydrosilane source. The catalysis operates in ethanol, under air at room temperature, and tolerates the ketone ester and alkene functionality. Copyright
NHC-carbene cyclopentadienyl iron based catalyst for a general and efficient hydrosilylation of imines
Castro, Luis C. Misal,Sortais, Jean-Baptiste,Darcel, Christophe
, p. 151 - 153 (2012/01/06)
A general and efficient hydrosilylation of imines catalysed by a well defined NHC-carbene cyclopentadienyl iron complex has been developed. Both aldimines and ketimines are converted to the corresponding amines under mild conditions, and under visible light activation.
Solvent-free mechanochemical and one-pot reductive benzylizations of malononitrile and 4-methylaniline using Hantzsch 1,4-dihydropyridine as the reductantt
Zhang, Ze,Gao, Jie,Xia, Jing-Jing,Wang, Guan-Wu
, p. 1617 - 1619 (2007/10/03)
The properties of Hantzsch 1,4-dihydropyridine, which possesses excellent reducibility, were investigated. The synthesis of benzyl malononitriles and anilines were also studied. Direct reductive benzylizations of malononitrile and 4-methylaniline by aromatic aldehydes were achieved using a Hantzsch 1,4-dihydropyridine as the reductant. It was observed that there is no need for the separation of the in situ generated benzylidene malononitriles and p-tolylamines.
