13021-71-1Relevant articles and documents
Nickel(II)-NΛNΛO Pincer Type Complex-Catalyzed N-alkylation of Amines with Alcohols via the Hydrogen Autotransfer Reaction
Balamurugan, Gunasekaran,Ramesh, Rengan,Malecki, Jan Grzegorz
, p. 7125 - 7135 (2020/06/08)
A highly sustainable catalytic protocol for the coupling of alcohols and amines for selective monoalkylated amines using Ni(II)-NΛNΛO pincer type complexes through the borrowing hydrogen methodology is described. An array of Ni(II) catalysts (1-3) was synthesized and characterized by various spectral and analytical methods. Furthermore, the distorted square planar geometry of the complexes (1 and 2) was substantiated with single crystal X-ray diffraction study. The inexpensive nickel-based catalytic methodology displays a broad substrate scope for the N-alkylation of aromatic and heteroaromatic amines using a diverse range of primary alcohols with excellent yields up to 97%. The present approach is environmentally benign, which liberates water as the sole byproduct. A short synthesis of drug intermediates such as mepyramine and chloropyramine illustrates the utility of the present protocol.
Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines
Jin, Shengzhou,Lin, Sen,Xie, Bo,Yan, Zhaohua,Yao, Hua,Zhong, Xiaoyang
supporting information, p. 3263 - 3268 (2020/05/14)
A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons and inactive aliphatic alkanes with primary aromatic amines under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials.
Hemilabile N-heterocyclic carbene (NHC)-nitrogen-phosphine mediated Ru (II)-catalyzed N-alkylation of aromatic amine with alcohol efficiently
Yu, Xiao-Jun,He, Hai-Yu,Yang, Lei,Fu, Hai-Yan,Zheng, Xue-Li,Chen, Hua,Li, Rui-Xiang
, p. 54 - 57 (2017/03/22)
Based on the hemilability, a novel N-heterocyclic carbene (NHC)-nitrogen-phosphine ligand (1) was synthesized, and the combination of it with [Ru(COD)Cl2]n showed the high activity and selectivity with a low Ru loading of 0.1% for the N-alkylation of amine with alcohol. Especially, for these substrates with pyridine backbone, even if the catalyst loading was as low as 0.01%, good yields (81–95%) of the desired products were achieved.
