88474-17-3Relevant articles and documents
RhIII-Catalyzed Direct Heteroarylation of C(sp3)-H and C(sp2)-H Bonds in Heterocycles with N-Heteroaromatic Boronates
Wang, Huai-Wei,Wu, Jia-Xue,Qiao, Yu-Han,Li, Yong-Fei,Li, Da-Cheng,Dou, Jian-Min,Yao, Qing-Xia,Lu, Yi
supporting information, p. 7177 - 7182 (2021/09/18)
Herein, we disclose a RhIII-catalyzed heteroarylation of C(sp3)-H and C(sp2)-H bonds in heterocycles with organoboron reagents. This protocol displays high efficiency and excellent functional group tolerance. A range of heterocyclic boronates with strong coordinating atoms, including pyridine, pyrimidine, pyrazole, thiophene, and furan derivatives, can be extensively served as the coupling reagents. The direct heteroarylation method could supply potential application in terms of the synthesis of drug molecules with multiple heterocycles.
Cobalt-catalyzed ring-opening addition of azabenzonorbornadienes: Via C(sp3)-H bond activation of 8-methylquinoline
Tan, Heng,Khan, Ruhima,Xu, Dandan,Zhou, Yongyun,Zhang, Xuexin,Shi, Guangrui,Fan, Baomin
supporting information, p. 12570 - 12573 (2020/11/02)
The first ring-opening addition of a benzylic C(sp3)-H bond to azabenzonorbornadienes is demonstrated. The reaction proceeded under the catalytic system of [Cp?CoI2(CO)], AgSbF6 and Fe(OAc)2 in PhOMe. The methodology showed a good substrate scope with up to 96 yield. The relative configuration of the product was determined as cis-configuration by X-ray crystallography.
Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation
Jiang, Yuqin,Li, Pengfei,Li, Xingwei,Liu, Bingxian,Zhao, Jie
supporting information, p. 7475 - 7479 (2020/10/12)
The rhodium(III)-catalyzed coupling of C-H substrates with iodonium ylides has been realized for the efficient synthesis of diverse cyclic skeletons, where the iodonium ylides have been identified as efficient and outstanding carbene precursors. The reaction systems are applicable to both sp2 and sp3 C-H substrates under mild and redox-neutral conditions. The catalyst loading can be as low as 0.5 mol % in a gram-scale reaction. Representative products exhibit cytotoxicity toward human cancer cells at nanomolar levels.
Cobalt(III)-Catalyzed Alkylation of Primary C(sp3)–H Bonds with Diazo Compounds
Yan, Sheng-Yi,Ling, Peng-Xiang,Shi, Bing-Feng
supporting information, p. 2912 - 2917 (2017/09/08)
Chelation-assisted C(sp2)–H metalation/carbenoid insertion has been well investigated. However, the analogous carbene functionalization of C(sp3)–H bonds remains a great challenge. Here we report the first cobalt(III)-catalyzed alkyl
Cp?Rh(III)-Catalyzed Mild Addition of C(sp3)-H Bonds to α,β-Unsaturated Aldehydes and Ketones
Liu, Bingxian,Hu, Panjie,Zhou, Xukai,Bai, Dachang,Chang, Junbiao,Li, Xingwei
supporting information, p. 2086 - 2089 (2017/04/28)
A Rh(III)-catalyzed addition of benzylic C(sp3)-H bond to α,β-unsaturated ketones/aldehydes has been realized, leading to efficient synthesis of γ-aryl ketones/aldehydes. This atom-economic reaction proceeded under mild and redox-neutral conditions with a broad substrate scope. Besides benzylic C-H, allylic C-H bonds are also applicable when assisted by O-methyl ketoxime directing groups.
Rh-Catalyzed Direct Amination of Unactivated C(sp3)?H bond with Anthranils Under Mild Conditions
Tang, Conghui,Zou, Miancheng,Liu, Jianzhong,Wen, Xiaojin,Sun, Xiang,Zhang, Yiqun,Jiao, Ning
supporting information, p. 11165 - 11169 (2016/08/03)
C?N Bond formation is of great significance due to the ubiquity of nitrogen-containing compounds. Here, a mild and efficient RhIII-catalyzed C(sp3)?H aryl amination reaction is reported. Anthranil is employed as the nitrogen source with 100 % atom efficiency. This C?H amination reaction exhibits broad substrate scope without using any external oxidants. Mechanistic studies including rhodacycle intermediates, H–D exchange, kinetic isotope effect (KIE) experiments, and in situ IR are presented.
Rhodium(III)-catalyzed intermolecular amidation with azides via C(sp 3)-H functionalization
Wang, Nuancheng,Li, Renhe,Li, Liubo,Xu, Shansheng,Song, Haibin,Wang, Baiquan
, p. 5379 - 5385 (2014/06/23)
The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8- ylmethanamine derivatives in good yields via C(sp3)-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.
CXCR4-ANTAGONISTIC DRUGS COMPRISING NITROGEN-CONTAINING COMPOUND
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Page/Page column 101-102, (2010/02/05)
To provide novel nitrogen-containing compounds having antagonism to CXCR4 and remedies for disease, such as rheumatism, cancer metastasis, etc., based on the CXCR4 antagonism. Nitrogen-containing compounds represented by the following general formula and
NITROGENOUS COMPOUNDS AND ANTIVIRAL DRUGS CONTAINING THE SAME
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, (2008/06/13)
The present invention provides novel compounds having antiviral activities and antiviral drugs containing the compounds as the active ingredient. The compounds are shown by the following general formula (1), wherein typically A1 and A2 are each guanidine or a group of the general fomula (ia) ; A3 is a mono- or poly-cyclic heteroaromatic ring contining 1 or 2 heteroatoms ; B1 is a single bond or alkylene group; R1 is hydrogen or alkyl group; W is an alkylene having 2-3 carbons, a cycloalkylene having 5-10 carbons, aromatic ring having 6-10 carbons, or a heteroaromatic ring having 5-10 carbons; y is C(=O)-; x is -C(=O)-NH-; n1 is an integer of 1-2; n2 is an integer of 2-3; D is a substituent selected from among various groups.
Aromatic Chlorination and Iodination of 8-Methylquinoline. Benzyl Bromination of 5-Halo-8-methylquinolines
Tochilkin, A. I.,Gracheva, I. N.,Kovel'man, I. R.,Prokof'ev, E. P.
, p. 1093 - 1096 (2007/10/02)
5-Chloro- and 5-iodo-8-methylquinoline were obtained by chlorination or iodination of 8-methylquinoline with chlorine or iodine in concentrated sulfuric acid in the presence of silver sulfate. 5-Fluoro-8-methylquinoline was synthesized from 5-amino-8-meth
