75560-65-5Relevant academic research and scientific papers
Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling
Ma, Yueyue,Hong, Jufei,Yao, Xiantong,Liu, Chengyu,Zhang, Ling,Fu, Youtian,Sun, Maolin,Cheng, Ruihua,Li, Zhong,Ye, Jinxing
supporting information, p. 9387 - 9392 (2021/12/17)
We develop an electrochemical nickel-catalyzed aminomethylation of aryl bromides under mild conditions. The convergent paired electrolysis makes full use of anode and cathode processes, free of a terminal oxidant, a sacrificial anode, a metal reductant, and a prefunctionalized radical precursor. In addition, this method exhibits wide functional group tolerance (63 examples), including some sensitive substituents and aromatic heterocycles. This redox neutral cross coupling provides a more environmentally friendly and synthetic practical protocol for forging C(sp2)–C(sp3) bonds.
Reductive amination of tertiary anilines and aldehydes
Lv, Yunhe,Zheng, Yiying,Li, Yan,Xiong, Tao,Zhang, Jingping,Liu, Qun,Zhang, Qian
supporting information, p. 8866 - 8868 (2013/09/24)
An unprecedented oxidant-mediated reductive amination of tertiary anilines and aldehydes without external reducing agents was developed via the nucleophilic attack of the oxygen atom of the carbonyl group to in situ generated iminium ions, in which tertiary anilines were used as both nitrogen source and reducing agent for the first time. The Royal Society of Chemistry 2013.
The Chlorination of Some N,N-Dimethylanilines with 1,3,5-Trichloro-1,3,5-triazine-2,4,6-(1H,3H,5H)-trione (Trichloroisocyanuric Acid)
Rosevear, Judi,Wilshire, John F. K.
, p. 843 - 852 (2007/10/02)
The reaction of some representative N,N-dimethylanilines and of Fischer's base (1,3,3-trimethyl-2-methyleneindoline) with trichloroisocyanuric acid in concetrated sulfuric acid has been investigated.In many cases mixtures of chlorinated products were obtained; these mixtures were examined both by gas-liquid chromatography and by proton magnetic resonance spectroscopy.The reaction of N,N-dimethylaniline with dichloroisocyanuric acid was also studied.A feature of these chlorinations is the marked tendency for substitution to occur ortho to the dimethylamino group.This behaviour therefore differs from that reported for the corresponding brominations involving dibromoisocyanuric acid, where meta-substitution was observed.
