- Pyridine Skeleton Synthesis Using Acetonitrile as C4N1 Units and Solvent
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The first [3 + 2 + 1] methodology for pyridine skeleton synthesis via cascade carbopalladation/cyclization of acetonitrile, arylboronic acids, and aldehydes was developed. This reaction proceeds via six step tandem reaction sequences involving the carbopalladation reaction of acetonitrile, a nucleophilic addition, a condensation, an intramolecular Michael addition, cyclization, and aromatization. Delightfully, both palladium acetate and supported palladium nanoparticles catalyzed this reaction with similar catalytic performance. The characterization results of the fresh and used supported palladium nanoparticle catalysts indicated that the reaction might be performed via a Pd(0)/Pd(II) catalytic cycle that began with Pd(0). Furthermore, the products showed good fluorescence characteristics. The green homogeneous/heterogenous catalytic methodologies pave a new way for constructing the pyridine skeleton.
- Bai, Chaolumen,Guo, Huifang,Liu, Xin,Liu, Dan,Sun, Zhaorigetu,Bao, Agula,Baiyin, Menghe,Muschin, Tegshi,Bao, Yong-Sheng
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p. 12664 - 12675
(2021/09/18)
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- Nitrogen-containing compound, electronic element, and electronic device
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The invention belongs to the field of organic light-emitting materials, and provides a nitrogen-containing compound, an electronic element and an electronic device, the structure of the nitrogen-containing compound is shown as a chemical formula 1, X1, X2 and X3 are independently selected from CH or N respectively, and at least one of X1, X2 and X3 is N; Ar1 and Ar2 are each independently selectedfrom a substituted or unsubstituted aryl group having 6-40 carbon atoms or the like; and the nitrogen-containing compound can improve the performance of an electronic component.
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Paragraph 0177; 0178; 0179
(2020/12/30)
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- An efficient one pot three-component synthesis of 2,4,6-triarylpyridines using triflimide as a metal-free catalyst under solvent-free conditions
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A simple and efficient protocol developed for one pot three-component synthesis of 2,4,6-triarylpyridines from aromatic aldehydes, substituted acetophenones and ammonium acetate using the versatile super Br?nsted acid triflimide (HNTf2) as an effective catalyst is described. The reactions proceed well in the presence of 1 mol% of HNTf2 at 80 °c under solvent-free conditions and provide the corresponding triarylpyridines in good to excellent yields. The method reported has several advantages such as a metal-free and commercially available catalyst, mild reaction conditions and lower loading of catalyst.
- Wang, Hongshe,Zhao, Weixing,Du, Juan,Wei, Fenyan,Chen, Qi,Wang, Xiaomei
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p. 5158 - 5163
(2019/02/27)
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- Cationic organotin cluster [t-Bu2Sn(OH)(H2O)]2 2+2OTf?-catalyzed one-pot three-component syntheses of 5-substituted 1H-tetrazoles and 2,4,6-triarylpyridines in water
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The cationic organotin cluster [t-Bu2Sn(OH)(H2O)]2 2+2OTf? is easy to prepare and stable in air. The catalytic activity of [t-Bu2Sn(OH)(H2O)]2 2+2OTf? as a neutral organotin Lewis acid catalyst is probed through the one-pot three-component syntheses of 5-substituted 1H-tetrazoles from aldehydes, hydroxylamine hydrochloride and sodium azide, and of 2,4,6-triarylpyridines from aromatic aldehydes, substituted acetophenones and ammonium acetate. The reactions proceed well in the presence of 1?mol% of [t-Bu2Sn(OH)(H2O)]2 2+2OTf? in water and provide the corresponding 5-substituted 1H-tetrazoles and 2,4,6-triarylpyridines in good to excellent yields. The method reported has several advantages such as the catalyst being neutral, low catalyst loading and use of water as a green solvent.
- Wang, Hongshe,Zhao, Weixing,Du, Juan,Wei, Fenyan,Chen, Qi,Wang, Xiaomei
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- An efficient, green solvent-free protocol for the synthesis of 2,4,6-triarylpyridines using reusable heterogeneous activated Fuller’s earth catalyst
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Abstract: A simple, efficient, and green method of preparation for the synthesis of highly substituted pyridines by multicomponent reaction of acetophenones, aldehydes, and ammonium acetate using activated Fuller’s earth as an effective and reusable heterogeneous catalyst is described. The advantages of the present protocol include simple procedure with an easy workup procedure, mild reaction conditions, and high yields of the products. The performance of this reaction under solvent-free conditions using heterogeneous catalysts, such as activated Fuller’s earth, could enhance its efficiency from an economic as well as ecological point of view. Graphical abstract: [Figure not available: see fulltext.].
- Rekunge, Deelip S.,Kale, Ishwari A.,Chaturbhuj, Ganesh U.
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p. 2455 - 2462
(2018/09/13)
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- Acid-catalyzed tandem reaction for the synthesis of pyridine derivatives via C=C/C(sp3)-N bond cleavage of enones and primary amines
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A one-pot acid-catalyzed tandem reaction has been developed without any metallic reagents or extra oxidants. This reaction involves a C=C bond cleavage of enones via a “masked” reverse Aldol reaction, and C(sp3)-N bond cleavage of primary amines to provide nitrogen sources for the assembly of pyridine derivatives in high yields with excellent functional group tolerance.
- Mao, Zhong-Yuan,Liao, Xiao-Yun,Wang, Heng-Shan,Wang, Chun-Gu,Huang, Ke-Bin,Pan, Ying-Ming
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p. 13123 - 13129
(2017/03/11)
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- ORGANIC COMPOUND, CHARGE-TRANSPORTING MATERIAL, AND ORGANIC ELECTROLUMINESCENT ELEMENT
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There are provided an organic having both excellent hole transporting property and satisfactory electron transporting and showing excellent durability against electric oxidation/reduction and a high triplet excitation level, and a charge transporting material and an organic electroluminescent device each using the organic compound. The organic compound is represented by following Formula (I): wherein Cz 1 and Cz 2 each represent a carbazolyl group; Z represents a direct bond or an arbitrary linkage group enabling the conjugation of nitrogen atoms in the carbazole rings of Cz 1 and Cz 2 with each other; and Q represents a direct bond connecting to "G" in following Formula (II): wherein Ring B 1 represents a six-membered aromatic heterocyclic ring having "n" nitrogen atom(s) as hetero atom(s); "n" represents an integer of from 1 to 3; G represents a direct bond or an arbitrary linkage group connecting to Q when G connects to Q; Gs connect to carbon atoms at the ortho-position and the para-position with respect to nitrogen atom(s) in Ring B 1 ; G represents an aromatic hydrocarbon group when G does not connect to Q; and "m" represents an integer of from 3 to 5.
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- Kinetics and Mechanisms of Nucleophilic Displacements with Heterocycles as Leaving Groups. Part 4. 2,4,6-Triaryl-N-benzylpyridinium Cations: Rate Variation with Electronic Effects in the Leaving Group
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Electron-withdrawing groups in the 4-phenyl ring of 2,4,6-triphenylpyridine modestly increase its activity as a leaving group.Replacement of 2-phenyl by heteroaryl has a small effect for monoheteroaryl groups, but significantly larger for 2-benzimidazol-2-yl and especially for 2-benzothiazol-1-yl.
- Katritzky, Alan R.,Adamson, Jeffrey,Elisseou, E. Michael,Musumarra, Giuseppe,Patel, Ranjan C.,et al.
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p. 1041 - 1048
(2007/10/02)
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