- Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C?CN Bond Activation
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A nickel-catalyzed amination to access diarylamines has been developed through C?CN bond activation of aryl nitriles with anilines. In this developed catalytic protocol, various aromatic and heteroaromatic nitriles could be utilized as the electrophiles to couple with substituted anilines. A diversity of diarylamines were obtained in 15–95% yields. (Figure presented.).
- Wu, Ke,Rong, Qiang,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Jin, Liqun,Hu, Xinquan
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p. 4708 - 4713
(2021/08/27)
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- Transition-Metal-Free Synthesis of 1,2-Disubstituted Indoles
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Herein, we report a new transition-metal-free robust and cost-effective method for synthesis of 1,2-disubstituted indoles from easily available unactivated (i.e. without EWG, PPh3 or SiR3 groups) tertiary amides. Scope of synthetic applicability of the presented protocol was shown on 23 examples of 1,2-disubstituted indoles with different substitution patterns obtained in good to excellent yields. The reported method turned out to be especially effective for synthesis of N-arylated 2-CF3-indoles. Moreover, this approach can be performed in a one-pot two-step manner directly from commercially available secondary amines. Mechanistic studies showed that acyl transfer might be an important step in the course of the reaction. Viability of the presented approach for benzofurans and benzothiophenes synthesis was also discussed.
- Chesnokov, Gleb A.,Ageshina, Alexandra A.,Topchiy, Maxim A.,Nechaev, Mikhail S.,Asachenko, Andrey F.
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supporting information
p. 4844 - 4854
(2019/08/01)
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- Organic electroluminescent material and synthesis and application thereof
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The invention relates to the field of organic light-emitting diode (OLED) display, and particularly relates to an organic electroluminescent material and synthesis and application thereof. A general structure formula of the organic electroluminescent mate
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Paragraph 0068; 0071-0073; 0077; 0080-0082; 0086; 0089-0091
(2018/11/03)
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- ORGANIC LIGHT EMITTING POLYAROMATIC AND POLYHETEROAROMATIC HOST MATERIALS
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Heteroaryl-aryl compounds such as compounds represented by Formula may be used in electronic devices such as organic light- emitting devices. For example, the compounds may be used as an emissive material in an emissive layer.
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Paragraph 143
(2014/07/07)
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- Recyclable catalysts for palladium-catalyzed aminations of aryl halides
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Aminated and recycled: Palladium/imidazolium phosphane catalysts enable efficient and general aminations of aryl halides, including direct amination with ammonia. Subsequent recycling is possible without any additional heterogenization (see scheme).
- Dumrath, Andreas,Luebbe, Christa,Neumann, Helfried,Jackstell, Ralf,Beller, Matthias
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experimental part
p. 9599 - 9604
(2011/10/04)
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- Electron-transfer-mediated synthesis of phenanthridines by intramolecular arylation of anions from n-(ortho-Halobenzyl)arylamines: regiochemical and mechanistic analysis
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The synthesis of a series of substituted phenanthridines by photostimulated C-C cyclization of anions from N-(orrAo-halobenzyl)arylamines has been found to proceed in very good to excellent yields (79-95%) in liquid ammonia and in DMSO. The N-(ortho-halobenzyl)arylamines are obtained in good to very good isolated yields (44-85%) by nucleophilic substitution of orthohalobenzylchlorides with different arylamines. The reaction of the anions of a diverse set N-(orthohalobenzyl)arylamines was studied, and the methodology was extended to the synthesis of trispheridine, a natural product, in very good yield, In order to explain the regiochemical outcome of these reactions, a theoretical analysis was performed with DFT methods and the B3LYP functional.
- Buden, Maria E.,Dorn, Viviana B.,Gamba, Martina,Pierini, Adriana B.,Rossi, Roberto A.
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experimental part
p. 2206 - 2218
(2010/06/17)
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- Syntheses of phenanthridines and benzophenanthridines by intramolecular ortho-arylation of aryl amide ions with aryl halides via SRN1 reactions
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The photostimulated reaction of N-(2-halo-benzyl)aryl amines with t-BuOK in liquid ammonia affords fused azaheterocycles by the SRN1 mechanism. The starting materials are easily obtained by the reaction of 2-halo-benzyl chloride and aromatic amines to prepare the secondary amines. Through this approach, phenanthridine (90%), 4-phenylphenanthridine (87%), benzo[a]phenanthridine (98%), and benzo[c]phenanthridine (84%) were synthesized.
- Budén, Maria E.,Rossi, Roberto A.
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p. 8739 - 8742
(2008/03/18)
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