40395-27-5Relevant academic research and scientific papers
Synthesis of trisubstituted hydrazineviaMnO2-promoted oxidative coupling ofN,N-disubstituted hydrazine and boronic ester
Tong, Xiaofeng,Wang, Danfeng,Wang, Jiaoyang
supporting information, p. 5762 - 5766 (2021/07/12)
A MnO2-promoted oxidative coupling process betweenN,N-disubstituted hydrazine and boronic ester is reported. A 1,1-diazene species is firstly generated upon oxidation of a hydrazine substrate in the presence of MnO2which then interacts with boronic ester to form the key intermediate boron-ate complex, followed by migration from boron to nitrogen to form a new C-N bond. This new finding provides mild, scalable, and operationally straightforward access to trisubstituted hydrazine.
Reduction of hydrazines to amines with aqueous solution of titanium(iii) trichloride
Zhang, Yan,Tang, Qiang,Luo, Meiming
supporting information; experimental part, p. 4977 - 4982 (2011/08/05)
N-N bond cleavage in hydrazines is widely used in the preparation of amines and thus occupies a significant place in organic synthesis. In this paper, we report a new method for the reductive cleavage of N-N bonds in hydrazines by commercially available and cheap aqueous titanium(iii) trichloride. The reaction proceeds smoothly under a broad pH range from acidic to neutral and basic conditions to afford amines in good yields. This method is compatible with substrates containing functionalities such as C-C double bonds, benzyl-nitrogen bonds, benzyloxy and acyl groups. The Royal Society of Chemistry 2011.
Indirect Electrochemical Reduction of Some Benzyl Chlorides
Lund, Torben,Lund, Henning
, p. 93 - 102 (2007/10/02)
The indirect electrochemical reduction of benzyl chloride, p-methoxybenzyl chloride, 1-chloro-1-phenylethane and 2-chloro-2-phenylbutane has been investigated by cyclic voltammetry and preparative electrolysis.Electrogenerated anion radicals and an anion, 1,4-dihydro-4-methoxycarbonyl-1-methylpyridine anion (1-), have been used as mediators.The rates of the electron transfer between the mediators and the benzyl halides have been measured by cyclic voltammetry, and it is concluded that the rate-determining step in the reaction of 1- with 2-chloro-2-phenylbutane and possibly also 1-chloro-1-phenylethane is the transfer of a single electron.The mechanism of the reaction between benzyl chloride and some anion radicals apparently involves no coupling between the anion radical and benzyl radical; the isolated coupling products are presumably formed by reaction between benzyl anion and the mediator.The benzyl anion may act both as a strong electrogenerated base and as a nucleophile.
