22681-77-2Relevant academic research and scientific papers
Copper anchored on phosphorus g-C3N4as a highly efficient photocatalyst for the synthesis ofN-arylpyridin-2-amines
Di, Jia-Qi,Zhang, Mo,Chen, Yu-Xuan,Wang, Jin-Xin,Geng, Shan-Shan,Tang, Jia-Qi,Zhang, Zhan-Hui
, p. 1041 - 1049 (2021/02/09)
A heterogeneous photocatalyst based on copper modified phosphorus doped g-C3N4(Cu/P-CN) has been prepared and characterized. This recyclable catalyst exhibited high photocatalytic activity for the synthesis ofN-arylpyridin-2-amine derivatives by the reaction of 2-aminopyridine and aryl boronic acid at room temperature under the irradiation of blue light. Importantly, the range of substrates for this coupling reaction has been expanded to include aryl boronic acids with strong electron-withdrawing groups as viable raw materials. In addition, this heterogeneous catalyst can be used at least 6 times while maintaining its catalytic activity.
PROSTACYCLIN RECEPTOR AGONIST
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Paragraph 0212-0214; 0278-0280, (2020/12/22)
A compound represented by formula (I) or an isomer or a pharmaceutically acceptable salt thereof. The present invention also relates to an application of the same in preparing a drug for treating a disease related to a PGI2 receptor.
Iridium(III)-Catalyzed Tandem Annulation of Pyridine-Substituted Anilines and α-Cl Ketones for Obtaining 2-Arylindoles
Cui, Xin-Feng,Qiao, Xin,Wang, He-Song,Huang, Guo-Sheng
, p. 13517 - 13528 (2020/12/15)
A facile and expeditious protocol for the synthesis of 2-arylindole compounds from readily available N-(2-pyridyl)anilines and commercially available α-Cl ketones through iridium-catalyzed C-H activation and cyclization is reported here. As a complementary approach to the conventional strategies for indole synthesis, the transformation exhibits powerful reactivity, tolerates a large number of functional groups, and proceeds with good to excellent yields under mild conditions, providing a straightforward method to obtain structurally diverse and valuable indole scaffolds. Furthermore, the reaction could be easily scaled up to gram scale.
Tunable Electrochemical C?N versus N?N Bond Formation of Nitrogen-Centered Radicals Enabled by Dehydrogenative Dearomatization: Biological Applications
Chen, Jianbin,Cui, Yuezhi,Gao, Wei,Han, Xiaoxin,Hu, Wei,Lv, Shide,Ma, Li,Niu, Liwei,Wang, Jian-Yong,Wu, Yanwei,Zhou, Jianhua,Zhou, Mingyang
supporting information, p. 11583 - 11590 (2020/05/06)
Herein, an environmentally friendly electrochemical approach is reported that takes advantage of the captodative effect and delocalization effect to generate nitrogen-centered radicals (NCRs). By changing the reaction parameters of the electrode material and feedstock solubility, dearomatization enabled a selective dehydrogenative C?N versus N?N bond formation reaction. Hence, pyrido[1,2-a]benzimidazole and tetraarylhydrazine frameworks were prepared through a sustainable transition-metal- and exogenous oxidant-free strategy with broad generality. Bioactivity assays demonstrated that pyrido[1,2-a]benzimidazoles displayed antimicrobial activity and cytotoxicity against human cancer cells. Compound 21 exhibited good photochemical properties with a large Stokes shift (approximately 130 nm) and was successfully applied to subcellular imaging. A preliminary mechanism investigation and density functional theory (DFT) calculations revealed the possible reaction pathway.
Cu-Catalyzed Couplings of Heteroaryl Primary Amines and (Hetero)aryl Bromides with 6-Hydroxypicolinamide Ligands
Bernhardson, David J.,Widlicka, Daniel W.,Singer, Robert A.
, p. 1538 - 1551 (2019/09/04)
A family of 6-hydroxypicolinamide ligands have been identified as effective supporting ligands for Cu-catalyzed couplings of heteroaryl bromides and chlorides with heteroaryl primary amines. The C-N couplings are carried out at 80-120 °C in DMSO or sulfolane using K2CO3 or K3PO4 as the base with 2-10 mol % CuI and supporting ligand. The strength of the base was found to have an impact on the chemoselectivity and rate. The use of K2CO3 as the base enabled selective C-N coupling of aryl bromides over aryl chlorides with 2-5 mol % Cu at 80-120 °C. With K3PO4 as the base, aryl chlorides are capable of undergoing C-N coupling, though 5-10 mol % Cu is required at 120-130 °C. Members of the ligand family are straightforward to prepare in one step from 6-hydroxypicolinic acid and the corresponding anilines.
Ruthenium-catalyzed synthesis of indole derivatives from: N -aryl-2-aminopyridines and alpha-carbonyl sulfoxonium ylides
Cui, Xin-Feng,Ban, Zi-Hui,Tian, Wa-Fa,Hu, Fang-Peng,Zhou, Xiao-Qiang,Ma, Hao-Jie,Zhan, Zhen-Zhen,Huang, Guo-Sheng
supporting information, p. 240 - 243 (2019/01/10)
Indole is a ubiquitous structural motif with important applications in many areas of chemistry. Given this, a simple and efficient Ru(ii)-catalyzed synthesis of indole via intermolecular annulation of N-aryl-2-aminopyridines and sulfoxonium ylides was proposed and accomplished. Excellent selectivity and good functional group tolerance of this transformation were observed. This protocol provides easy access to a wide variety of useful indoles in the presence of a commercially available [Ru(p-cymene)Cl2]2 catalyst. A possible mechanism for the reaction pathway was also proposed. More importantly, this reaction will offer a useful method for the construction of enantioenriched indole frameworks.
Synthesis of 2-substituted indoles by iridium (III)-catalyzed C–]H functionalization of N-phenylpyridin-2-amines
Zhang, Lei,Chen, Junyu,Chen, Jinkang,Jin, Licheng,Zheng, Xiangyun,Jiang, Xinpeng,Yu, Chuanming
supporting information, p. 1053 - 1056 (2019/03/20)
A highly regioselective synthesis of 2-substituted indoles was realized through Ir(III)-catalyzed C–]H functionalization of N-phenylpyridin-2-amines followed by the reaction with sulfoxonium ylides and intramolecular cyclization under mild conditions. The reaction completed with broad range of substrate scopes and gave various 2-substituted indoles in up to 98% yields.
Iridium-Catalysed Cascade Synthesis of Oxindoles Using Diazo Compounds: A Quick Entry to C-7-Functionalized Oxindoles
Karmakar, Ujjwal,Das, Debapratim,Samanta, Rajarshi
, p. 2780 - 2788 (2017/05/29)
A cascade iridium-catalysed oxindole synthesis was achieved using pyridyl-protected anilines and bis(2,2,2-trifluoroethyl) 2-diazomalonate. The developed protocol is simple and scalable, and has a broad scope and excellent regioselectivity. The pyridyl directing group can easily be removed. The method was further extended to give C-7-functionalized oxindole derivatives in a straightforward manner. The role of bis(2,2,2-trifluoroethyl) 2-diazomalonate for oxindole preparation has been explored.
Direct C-H alkylation and indole formation of anilines with diazo compounds under rhodium catalysis
Mishra, Neeraj Kumar,Choi, Miji,Jo, Hyeim,Oh, Yongguk,Sharma, Satyasheel,Han, Sang Hoon,Jeong, Taejoo,Han, Sangil,Lee, Seok-Yong,Kim, In Su
supporting information, p. 17229 - 17232 (2015/12/05)
The rhodium(iii)-catalyzed direct functionalization of aniline C-H bonds with α-diazo compounds is described. These transformations provide a facile construction of ortho-alkylated anilines with diazo malonates or highly substituted indoles with diazo acetoacetates.
Convenient copper-mediated Chan-Lam coupling of 2-aminopyridine: Facile synthesis of N-arylpyridin-2-amines
Chen, Jianbin,Natte, Kishore,Man, Nikki Y.T.,Stewart, Scott G.,Wu, Xiao-Feng
supporting information, p. 4843 - 4847 (2015/07/20)
A new and practical process for the synthesis of N-arylpyridin-2-amine derivatives has been developed. Under the assistance of copper, the desired products were produced from commercially available 2-aminopyridine and aryl boronic acids in moderate to good yields with good functional group tolerance.
