51206-82-7Relevant academic research and scientific papers
Metal-free and regiospecific synthesis of 3-arylindoles
Xie, Wenlai,Xu, Chuangchuang,Xu, Jiaxi
, p. 2661 - 2671 (2020/04/17)
A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ri
Palladium-Catalyzed C2?H Arylation of Unprotected (N?H)-Indoles “On Water” Using Primary Diamantyl Phosphine Oxides as a Class of Primary Phosphine Oxide Ligands
Moncea, Oana,Poinsot, Didier,Fokin, Andrey A.,Schreiner, Peter R.,Hierso, Jean-Cyrille
, p. 2915 - 2922 (2018/05/14)
We present the Pd-catalyzed arylation of (N?H)-indoles with functionalized haloarenes “on water” using hitherto untested primary diamantyl phosphine oxides (PPO) as ligands. Remarkable C2?H arylation selectivity was achieved by employing functionalized iodoarenes and N-unprotected indoles. We provide evidence that the in situ generated oxide of (9-hydroxydiamant-4-yl)phosphine L1 is key for the reaction efficiency by comparing a set of diamantane-based compounds structurally related to L1. Our results demonstrate the power of the new PPO ligands for the C?H functionalization of unprotected (N?H)-heterocycles.
Copper-mediated intramolecular aza-Wacker-type cyclization of 2-alkenylanilines toward 3-aryl indoles
Yang, Rui,Yu, Jin-Tao,Sun, Song,Zheng, Qingheng,Cheng, Jiang
, p. 445 - 448 (2017/01/11)
A copper-mediated intramolecular aza-Wacker-type cyclization was developed for the direct and efficient synthesis of 3-aryl indoles using 2-alkenylanilines in moderate to good yields with good functional group compatibility. This strategy shows the high efficiency, operational simplicity as well as broad substrate scope.
Water-medium C-H activation over a hydrophobic perfluoroalkane-decorated metal-organic framework platform
Huang, Yuan-Biao,Shen, Min,Wang, Xusheng,Huang, Ping,Chen, Ruiping,Lin, Zu-Jin,Cao, Rong
, p. 1 - 7 (2015/11/24)
The use of water as reaction medium in the heterogeneous activation of C-H bonds has numerous advantages in terms of environmental benign, safety and cost efficiency impact. However, it is severely hampered because the reactants are difficult to dissolve in water and contact with the active sites of heterogeneous catalysts. Herein, we choose perfluoroalkane-functionalized mesoporous metal-organic framework (MOF) NU-1000 as a hydrophobic platform to encapsulate ultrafine palladium nanoparticles (Pd NPs) for C-H activation in water. The resultant Pd NPs stabilized by the perfluoroalkane exhibited high activity and regioselectivity in the direct C-H arylation of indoles in water. The introduction of perfluoroalkane chains into the mesoporous pores of NU-1000 provides hydrophobic surfaces to facilitate access of the reactants to the active sites to guarantee the high activity.
NOVEL COMPOUND FOR ORGANIC ELECTROLUMINESCENT DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME
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Paragraph 0100; 0115; 0125-0127, (2016/10/27)
Disclosed are a compound for an organic electroluminescent device, and an organic electroluminescent device comprising the same. Accordingly, provided is a compound for an organic electroluminescent device, which can be used as a host and a hole transport material having excellent electrical stability and hole transporting capability and improving light emitting efficiency of a phosphorescent material by having a high triplet energy. An organic electroluminescent device is also provided. The compound for an organic electroluminescent device is represented by structural formula 1.COPYRIGHT KIPO 2016
An electroluminescent compound and an electroluminescent device comprising the same
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Paragraph 0167-0169; 0706-0708, (2016/10/07)
The present invention relates to an organic light emitting compound employed in an organic electroluminescent device, the compound is represented by chemical formula 1, and an organic electroluminescent device having excellent light emitting properties of a driving voltage, luminance, a long lifespan, etc. is implemented when employing the compound as a phosphorescent host compound in a hole transport layer or a light emitting layer.COPYRIGHT KIPO 2016
An electroluminescent compound and an electroluminescent device comprising the same
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Paragraph 0101; 0125-0128, (2016/10/07)
The present invention relates to an organic light emitting compound, which is used in an organic electroluminescent device and represented by chemical formula 1. When the compound is used as a phosphorescent host compound in a hole transportable layer or a luminous layer, it is possible to embody an organic electroluminescent device with excellent luminescent properties such as driving voltage, luminance, and long lifespan.COPYRIGHT KIPO 2016
Palladium-catalyzed direct denitrogenative C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant
Chen, Yongxin,Guo, Shuaibo,Li, Kangning,Qu, Jinpeng,Yuan, Hua,Hua, Qiuru,Chen, Baohua
supporting information, p. 711 - 715 (2013/03/29)
A novel palladium-catalyzed approach to direct C-3-arylation of 1H-indoles with arylhydrazines using air as the oxidant via C-N bond cleavage has been developed. Various substituents are tolerated in this system in moderate to good yields. This reaction could also be compatible with a larger scale. Thus, this strategy using arylhydrazines as arylating reagents provides a powerful method for constructing substituted 3-aryl-1H-indoles. Copyright
A tandem isomerization/prins strategy: Iridium(III)/Bronsted acid cooperative catalysis
Lombardo, Vince M.,Thomas, Christopher D.,Scheidt, Karl A.
supporting information, p. 12910 - 12914 (2014/01/06)
Working together: A mild and efficient isomerization/protonation sequence generates pyran-fused indoles by cooperative catalysis between cationic iridium(III) and Bi(OTf)3. Three distinct cyclization manifolds lead to the corresponding bioactive scaffolds in good yields. In addition, N-substituted indoles can be synthesized enantioselectively in the presence of a chiral phosphate. Copyright
Cu(II)-catalyzed direct and site-selective arylation of indoles under mild conditions
Phipps, Robert J.,Grimster, Neil P.,Gaunt, Matthew J.
supporting information; experimental part, p. 8172 - 8174 (2009/02/02)
We have developed a new site-selective Cu(II)-catalyzed C-H bond functionalization process that can selectively arylate indoles at either the C3 or C2 position under mild conditions. The scope of the arylation process is broad and tolerates broad functionality on both the indole and aryl unit, which makes it amenable to further elaboration. The mechanism of the arylation reaction is proposed to proceed via a Cu(III)-aryl species that undergoes initial electrophilic addition at the C3 position of the indole motif. We speculate that site of indole arylation arises through a migration of the Cu(III)-aryl group from C3 to C2, and this can be controlled by the nature of the group on the nitrogen atom; free (NH)- and N-alkylindoles deliver the C3-arylated product, whereas N-acetylindoles afford the C2 isomer, both with excellent yield and selectivity. Copyright
