51072-84-5Relevant academic research and scientific papers
Site-Selective Electrochemical C-H Cyanation of Indoles
Li, Laiqiang,Hou, Zhong-Wei,Li, Pinhua,Wang, Lei
supporting information, p. 5983 - 5987 (2021/08/16)
An electrochemical approach for the site-selective C-H cyanation of indoles employing readily available TMSCN as cyano source has been developed. The electrosynthesis relies on the tris(4-bromophenyl)amine as a redox catalyst, which achieves better yield and regioselectivity. A variety of C2- and C3-cyanated indoles were obtained in satisfactory yields. The reactions are conducted in a simple undivided cell at room temperature and obviate the need for transition-metal reagent and chemical oxidant.
GaCl3-Catalyzed C-H Cyanation of Indoles with N-Cyanosuccinimide
Wang, Xue,Makha, Mohamed,Chen, Shu-Wei,Zheng, Huaiji,Li, Yuehui
, p. 6199 - 6206 (2019/05/24)
An efficient GaCl3-catalyzed direct cyanation of indoles and pyrroles using bench-stable electrophilic cyanating agent N-cyanosuccinimide was achieved and afforded 3-cyanoindoles and 2-cyanopyrroles in good yields and excellent regioselectivities. Notably, this protocol exhibited high reactivity for unprotected indoles and was applicable to a broad range of indole and pyrrole substrates.
A facile and efficient synthesis of 3-cyanoindoles by a simple palladium(II)-catalyzed C─H activation of indoles
Chu, Hailiang,Guo, Mengping,Yi, Yanping,Wen, Yongju,Zhou, Lanjiang,Huang, Hongwei
, (2017/09/01)
An efficient trans-PdCl2(NH2CH2COOH)2-catalyzed direct C3-cyanation of indole C─H bonds is described. Notably, free (N─H)-indoles reacted smoothly using the procedure, and the desired product 3-cyanoindoles were obtained in good to excellent yields.
Indole cyanation via CH bond activation under catalysis of Ru(III)-exchanged NaY zeolite (RuY) as a recyclable catalyst
Khorshidi, Alireza
experimental part, p. 903 - 906 (2012/08/28)
Selective 3-cyanation of indoles was achieved under heterogeneous catalysis of Ru(III)-exchanged NaY zeolite (RuY) as a recyclable catalyst, in combination with K4[Fe(CN)6] as a nontoxic, slow cyanide releasing agent. Under the aforementioned conditions, good yields of the desired products were obtained.
Lewis acid catalyzed direct cyanation of indoles and pyrroles with N-cyano-N-phenyl-p-toluenesulfonamide (NCTS)
Yang, Yang,Zhang, Yan,Wang, Jianbo
supporting information; experimental part, p. 5608 - 5611 (2011/12/03)
BF3?OEt2-catalyzed direct cyanation of indoles and pyrroles using a less toxic, bench-stable, and easily handled electrophilic cyanating agent N-cyano-N-phenyl-para-toluenesulfonamide (NCTS) affords 3-cyanoindoles and 2-cyanopyrroles in good yields with excellent regioselectivity. The substrate scope is broad with respect to indoles and pyrroles.
Direct transformation of N, N -dimethylformamide to -CN: Pd-catalyzed cyanation of heteroarenes via C-H functionalization
Ding, Shengtao,Jiao, Ning
supporting information; experimental part, p. 12374 - 12377 (2011/10/02)
This paper describes the direct cyanation of indoles and benzofurans employing N,N-dimethylformamide (DMF) as both reagent and solvent. Isotopic labeling experiments indicated that both the N and the C of the cyano group derived from DMF. This transformation offers an alternative method for preparing aryl nitriles, though it is currently limited in scope to indoles and benzofurans.
The palladium-catalyzed cyanation of indole C-H bonds with the combination of NH4HCO3 and DMSO as a safe cyanide source
Ren, Xinyi,Chen, Jianbin,Chen, Fan,Cheng, Jiang
experimental part, p. 6725 - 6727 (2011/07/07)
A palladium-catalyzed cyanation of the 3-position of indole sp2 C-H bonds by the combination of NH4HCO3 and DMSO as the "CN" source was achieved to provide aromatic nitriles in moderate to good yields with excellent regioselectivity. It represents a practical and safe cyanation method.
Copper-catalyzed benzylic C-H oxygenation under an oxygen atmosphere via N-H imines as an intramolecular directing group
Zhang, Line,Ang, Gim Yean,Chiba, Shunsuke
supporting information; experimental part, p. 1622 - 1625 (2011/05/05)
Copper-catalyzed benzylic C-H oxygenation under an oxygen atmosphere was developed starting from carbonitriles and Grignard reagents via N-H imine intermediates. The present process is characterized by the following two-step sequence in a one-pot manner: (1) addition of Grignard reagents to carbonitriles to form N-H imines and (2) benzylic C-H oxygenation (C=O bond formation) triggered by 1,5-hydrogen atom transfer with transient iminyl copper species.
BENZOXAZINONE DERIVATIVES FOR THE TREATMENT OF GLYTL MEDIATED DISORDERS
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Page/Page column 78, (2011/02/24)
The present invention relates to benzoxazinone derivatives, processes for their preparation, pharmaceutical compositions and medicaments containing them and to their use in treating disorders mediated by GlyT1, including neurological and neuropsychiatric disorders, in particular psychoses, dementia or attention deficit disorder.
Palladium-catalyzed direct cyanation of indoles with K4[Fe(CN) 6]
Yan, Guobing,Kuang, Chunxiang,Zhang, Yan,Wang, Jianbo
scheme or table, p. 1052 - 1055 (2010/06/13)
"Chemical equation presented" Direct cyanation of Indole derivatives has been achieved with nontoxic K4[Fe(CN)6] as cyanating agent through Pd-catalyzed C-H bond activation.
