89170-76-3Relevant academic research and scientific papers
Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines
Neerathilingam, Nalladhambi,Bhargava Reddy, Mandapati,Anandhan, Ramasamy
supporting information, p. 15117 - 15127 (2021/10/25)
A visible-light-driven photoredox-catalyzed nonaqueous oxidative C-N cleavage of N,N-dibenzylanilines to 2° amides is reported. Further, we have applied this protocol on 2-(dibenzylamino)benzamide to afford quinazolinones with (NH4)2S2O8 as an additive. Mechanistic studies imply that the reaction might undergo in situ generation of α-amino radical to imine by C-N bond cleavage followed by the addition of superoxide ion to form amides.
N-Alkylation of Aniline and Its Derivatives by Alcohols in the Presence of Copper Compounds
Bayguzina,Musina, Ch. F.,Khusnutdinov
, p. 1652 - 1659 (2019/02/12)
N-Alkyl- and N,N-dialkyl-substituted anilines were obtained in the reaction of aniline and its derivatives with primary and secondary alcohols in the presence of catalysts CuCl2·2H2O, CuBr2 and halomethanes as promoters.
Selective catalytic Hofmann: N -alkylation of poor nucleophilic amines and amides with catalytic amounts of alkyl halides
Xu, Qing,Xie, Huamei,Zhang, Er-Lei,Ma, Xiantao,Chen, Jianhui,Yu, Xiao-Chun,Li, Huan
supporting information, p. 3940 - 3944 (2016/07/21)
Using only catalytic amounts of alkyl halides in the reactions of poor nucleophilic amines/amides and alcohols led to a selective Hofmann N-alkylation reaction catalytic in alkyl halides, providing a practical and efficient method for the practical synthesis of mono- or di-alkylated amines/amides in high selectivities. This new method avoids the use of large amounts of bases, alkyl halides, and solvents, and generates water as the only byproduct. Preliminary mechanistic studies showed that alkyl halides are key intermediates/catalysts regeneratable in the reaction cycle.
Copper-catalyzed electrophilic amination of arylsilanes with hydroxylamines
Miki, Yuya,Hirano, Koji,Satoh, Tetsuya,Miura, Masahiro
supporting information, p. 172 - 175 (2013/03/28)
A copper-catalyzed electrophilic amination of aryl[(2-hydroxymethyl)phenyl] dimethylsilanes with O-acylated hydroxylamines has been developed to afford the corresponding anilines in good yields. The catalytic reaction proceeds very smoothly under mild conditions and tolerates a wide range of functional groups.
Solvent- and catalyst-free direct reductive amination of aldehydes and ketones with Hantzsch ester: Synthesis of secondary and tertiary amines
Nguyen, Quynh Pham Bao,Kim, Taek Hyeon
, p. 4938 - 4943 (2013/07/25)
A facile and rapid method for the parallel synthesis of a series of secondary and tertiary amines by the direct reductive amination of aldehydes and ketones with Hantzsch ester under solvent- and catalyst-free has been developed. The scope and limitation of this method are described.
Synthesis of benzidine derivatives via FeCl3·6H 2O-promoted oxidative coupling of anilines
Ling, Xuege,Xiong, Yan,Huang, Ruofeng,Zhang, Xiaohui,Zhang, Shuting,Chen, Changguo
supporting information, p. 5218 - 5226 (2013/07/25)
Under open-flask conditions in the presence of commercially available FeCl3·6H2O, N,N-disubstituted anilines can be converted into diversely functionalized benzidines with yields of up to 99%. Oxidative coupling was extended to N-monosubstituted anilines, and the method was applied to the efficient preparation of 6,6′-biquinoline. Mechanistic investigations have also been performed to explain the observed reactivities.
Transition-metal-free electrophilic amination of arylboroxines
Xiao, Qing,Tian, Leiming,Tan, Renchang,Xia, Ying,Qiu, Di,Zhang, Yan,Wang, Jianbo
, p. 4230 - 4233 (2012/09/22)
A transition-metal-free strategy to construct C(sp2)-N bonds using arylboroxines and O-benzoyl hydroxylamines as coupling partners has been developed. This transformation provides a useful method to access various aromatic amines.
Para-selective gold-catalyzed direct alkynylation of anilines
Brand, Jonathan P.,Waser, Jerome
supporting information; experimental part, p. 744 - 747 (2012/04/10)
A method for the para-selective alkynylation of anilines is reported using AuCl as catalyst and triisopropylsilylethynyl-1,2-benziodoxol-3(1H)-one (TIPS-EBX) as an electrophilic acetylene equivalent. Para-alkynyl anilines substituted at positions 2 or 3 w
Clay encapsulated ZnO nanoparticles as efficient catalysts for N-benzylation of amines
Dhakshinamoorthy, Amarajothi,Visuvamithiran, Pitchai,Tharmaraj, Vairaperumal,Pitchumani, Kasi
scheme or table, p. 15 - 19 (2012/02/06)
ZnO nanoparticles encapsulated in K10-clay (K10-ZnO) are synthesised and characterised by UV-DRS, Emission spectra, powder XRD, SEM and HRTEM analyses. The constrained space and also the polar active sites in the clay support stabilise zinc oxide nanoparticles by preventing that aggregation and consequently no extra-capping agent is required. The synthesised ZnO nanoparticles are used for the efficient N-benzylation of anilines and the reusability of the catalyst is also studied. A suitable mechanism is proposed for this transformation.
Ruthenium-catalyzed tertiary amine formation from nitroarenes and alcohols
Feng, Chao,Liu, Yong,Peng, Shengming,Shuai, Qi,Deng, Guojun,Li, Chao-Jun
supporting information; experimental part, p. 4888 - 4891 (2010/12/25)
A highly selective ruthenium-catalyzed C-N bond formation was developed by using the hydrogen-borrowing strategy. Various tertiary amines were obtained efficiently from nitroarenes and primary alcohols. The reaction tolerates a wide range of functionalities. A tentative mechanism was proposed for this direct amination reaction of alcohols with nitroarenes.
