- Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids
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The synthesis of diarylamine is extremely important in organic chemistry. Herein, a novel electrochemical reductive arylation of nitroarenes with arylboronic acids was developed. A variety of diarylamines were synthesized without the need for transition-metal catalysts. The reaction could be scaled up efficiently in a flow cell and several derivatization reactions were carried out smoothly. Cyclic voltammetry experiments and mechanism studies showed that acetonitrile, formic acid, and triethyl phosphite all played a role in promoting this reductive arylation transformation.
- Wang, Dan,Wan, Zhaohua,Zhang, Heng,Alhumade, Hesham,Yi, Hong,Lei, Aiwen
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p. 5399 - 5404
(2021/10/20)
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- Copper immobilized at a covalent organic framework: An efficient and recyclable heterogeneous catalyst for the Chan-Lam coupling reaction of aryl boronic acids and amines
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A polyimide covalent organic framework (PI-COF) with high thermal and chemical stabilities has been readily prepared from commercially available and inexpensive reagents and was employed as an effective support for heterogeneous copper. It was demonstrated that the obtained Cu@PI-COF is a highly active heterogeneous catalyst which can effectively promote the Chan-Lam coupling reaction of aryl boronic acids and amines in an open flask without the aid of any base or additive. In addition, the catalyst could be readily recovered from the reaction mixture by simple filtration and reused for at least eight cycles without any observable change in structure and catalytic activity.
- Han, Yi,Zhang, Mo,Zhang, Ya-Qing,Zhang, Zhan-Hui
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p. 4891 - 4900
(2018/11/21)
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- Base-assisted, copper-catalyzed N-arylation of (benz)imidazoles and amines with diarylborinic acids
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N-Arylation of (benz)imidazoles and amines with diarylborinic acids as cost-effective aryl source has been efficiently effected via Cu(OAc)2-catalyzed Chan-Lam coupling in assistance of tetramethylethylenediamine (TMEDA) in methanol and pyridine (Py) in dichloromethane, respectively, in air at room temperature. The diarylborinic acids could be well accommodated by the Chan-Lam coupling oxidative conditions containing a proper combination of bases and solvents. The steric hindrance appeared to affect the copper-catalyzed N-arylation using the high-order arylboron reagent more significantly than the electronic factors, especially for low reactive anilines and aliphatic amines.
- Guan, Changwei,Feng, Yuanyuan,Zou, Gang,Tang, Jie
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p. 6906 - 6913
(2017/11/03)
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- Direct amination of phenols under metal-free conditions
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Herein, we disclose the metal-free synthesis of arylamines via the direct amination of phenols using aminating reagents. This reaction procedure uses easy accessible aminating reagents and provides a versatile synthetic route to a broad range of arylamines with various functionalities in good to excellent yield. By using a two-step route of amination and oxidative coupling reaction, we synthesized three naturally occurring carbazole alkaloids: murrayafoline A, mukonine, and clausenine from two commercially available phenols. Georg Thieme Verlag Stuttgart · New York.
- Yu, Jianzhong,Wang, Yongtao,Zhang, Peizhi,Wu, Jun
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p. 1448 - 1454
(2013/07/26)
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- TRIARYLAMINE COMPOUNDS, COMPOSITIONS AND DEVICES
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The invention relates to a compound of Formula (I): wherein: each of R1, R2, R3, R4, R5, R6 and R7 which may be the same or different on each triarylamine unit of Formula (1) and the same or different from one triarylamine unit of Formula (1) to another is independently hydrogen or an optionally substituted substituent; n is from 5 to 20; and a and b are each independently 0, 1, 2, 3 or 4. Also claimed are compositions comprising a compound of Formula (1) and a synthetic organic polymer resin, a process for preparing a compound of Formula (1), an organic semiconducting layer prepared from the composition, and electronic devices comprising the organic semiconducting layer.
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Page/Page column 22-23
(2010/02/15)
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- Palladium-catalyzed selective amination of haloaromatics on KF-alumina surface
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An efficient palladium-catalyzed amination, including polyaminations of aromatic bromides mediated on a surface of KF-alumina, is reported. The solvent-free one-pot protocol avoids the use of a strong base (sodium tert-butoxide) making it applicable to substrates containing a base-sensitive functional group. It proceeds without concomitant reductive bromination and provides access to selective amination of polyhaloaromatics.
- Basu, Basudeb,Das, Pralay,Nanda, Ashish K.,Das, Sajal,Sarkar, Sajal
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p. 1275 - 1278
(2007/10/03)
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