1531629-07-8Relevant academic research and scientific papers
Copper-Catalyzed Intermolecular C(sp2)-H Amination with Electrophilic O-Benzoyl Hydroxylamines
Rao, Wei-Hao,Li, Qi,Jiang, Li-Li,Deng, Xue-Wan,Xu, Pan,Chen, Fang-Yuan,Li, Ming,Zou, Guo-Dong
, p. 10580 - 10590 (2021/08/20)
A copper-catalyzed intermolecular electrophilic amination of benzamides with O-benzoyl hydroxylamines was achieved with the assistance of an 8-aminoquinolyl group. With this protocol, good compatibility was observed for a variety of aryl amides and hetero
Synthesis method of N-8-quinolyl-2-amino benzamide compound
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Paragraph 0017-0022, (2021/07/17)
The invention discloses a synthesis method of an N-8-quinolyl-2-amino benzamide compound, and belongs to the technical field of organic synthesis. The preparation method comprises the following steps: by taking N-8-quinolyl aryl amide as a reaction raw material, cuprous iodide as a catalyst and O-benzoyl hydroxylamine as an amination reagent, carrying out heating reaction in an organic solvent in the presence of inorganic alkali, so as to obtain the N-8-quinolyl-2-amino benzamide compound. The synthesis method is convenient to operate, mild in condition, simple in process, wide in application range of substrate functional groups, good in amination reaction regioselectivity and high in yield.
Copper-catalyzed: Ortho -C(sp2)-H amination of benzamides and picolinamides with alkylamines using oxygen as a green oxidant
Chen, Gong,Huang, Jie,Li, Qiong,Wang, Shui-Bo
, p. 4802 - 4814 (2020/07/13)
A versatile Cu-catalyzed direct ortho-C(sp2)-H amination of benzamides and picolinamides with alkylamines has been achieved. This method employs cheap and eco-friendly copper as a catalyst and oxygen as an oxidant, and also has the advantages of straightf
Electrooxidative amination of sp2 C-H bonds: Coupling of amines with aryl amides via copper catalysis
Kathiravan, Subban,Suriyanarayanan, Subramanian,Nicholls, Ian A.
supporting information, p. 1968 - 1972 (2019/03/07)
Metal-catalyzed cross-coupling reactions are among the most important transformations in organic synthesis. However, the use of C-H activation for sp2 C-N bond formation remains one of the major challenges in the field of cross-coupling chemistry. Described herein is the first example of the synergistic combination of copper catalysis and electrocatalysis for aryl C-H amination under mild reaction conditions in an atom-and step-economical manner with the liberation of H2 as the sole and benign byproduct.
Cobalt(II)-Catalyzed Electrooxidative C-H Amination of Arenes with Alkylamines
Gao, Xinlong,Wang, Pan,Zeng, Li,Tang, Shan,Lei, Aiwen
supporting information, p. 4195 - 4199 (2018/04/05)
An environmentally friendly electrochemical protocol about cobalt-catalyzed C-H amination of arenes has been developed, which offers a simple way to access synthetically useful arylamines. In divided cells, a wide variety of arenes and alkylamines are exa
A General Method for Aminoquinoline-Directed, Copper-Catalyzed sp2 C-H Bond Amination
Roane, James,Daugulis, Olafs
supporting information, p. 4601 - 4607 (2016/05/09)
An operationally simple and general method for copper-catalyzed, aminoquinoline-assisted amination of β-C(sp2)-H bonds of benzoic acid derivatives is reported. The reaction employs Cu(OAc)2 or (CuOH)2CO3 catalysts, an amine coupling partner, and oxygen from air as a terminal oxidant. Exceptionally high generality with respect to amine coupling partners is observed. Specifically, primary and secondary aliphatic and aromatic amines, heterocycles, such as indoles, pyrazole, and carbazole, sulfonamides, as well as electron-deficient aromatic and heteroaromatic amines are competent coupling components.
Cobalt-Catalyzed Direct Amination of Arenes with Alkylamines via Bidentate-Chelation Assistance
Yan, Qiangqiang,Xiao, Tangxin,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 2707 - 2711 (2016/08/30)
Cobalt-catalyzed C?H amination of arenes with alkylamines by the assistance of 8-aminoquinoline as auxiliary through sp2C?H bond functionalization has been achieved. Attractive features of this protocol include the low loading of the cobalt catalyst and the readily available reagents. (Figure presented.).
Nickel-Catalyzed Direct Amination of Arenes with Alkylamines
Yan, Qiangqiang,Chen, Zhengkai,Yu, Wenlong,Yin, Hong,Liu, Zhanxiang,Zhang, Yuhong
supporting information, p. 2482 - 2485 (2015/05/27)
(Figure Presented) The efficient nickel-catalyzed direct amination of arenes with simple alkylamines has been achieved with the assistance of a bidentate directing group through sp2 C-H bond functionalization. Preliminary mechanistic investigations indicate that the reaction probably proceeds through a NiI/NiIII catalytic pathway.
Synthesis of anthranilic acid derivatives through iron-catalyzed ortho amination of aromatic carboxamides with N-chloroamines
Matsubara, Tatsuaki,Asako, Sobi,Ilies, Laurean,Nakamura, Eiichi
supporting information, p. 646 - 649 (2014/02/14)
Arenes possessing an 8-quinolinylamide group as a directing group are ortho aminated with N-chloroamines and N-benzoyloxyamines in the presence of an iron/diphosphine catalyst and an organometallic base to produce anthranilic acid derivatives in high yield. The reaction proceeds via iron-catalyzed C-H activation, followed by the reaction of the resulting iron intermediate with N-chloroamine. The choice of the directing group and diphosphine ligand is crucial for obtaining the anthranilic acid derivative with high yield and product selectivity.
