- PEG-400 as a carbon synthon: Highly selective synthesis of quinolines and methylquinolines under metal-free conditions
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A metal-free, peroxide-free, and efficient procedure for the highly selective synthesis of quinolines and methylquinolines was reported. The main feature of this method was that the same substrate can produce quinolines and methylquinolines, respectively, under different reaction conditions. PEG-400 was used as both a reactant and solvent in this reaction. The utility of the designed procedure was also demonstrated by the derivatization of the products to bioactive compounds. This journal is
- Ding, Chengcheng,Feng, Kaili,Li, Shichen,Ma, Chen
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p. 5542 - 5548
(2021/08/16)
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- Environmentally Friendly Nafion-Mediated Friedl?nder Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones
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An efficient and eco-friendly synthetic route for Friedl?nder quinoline synthesis of polysubstituted quinolines is described. This green chemical method starts from various 2-aminobenzophenones and mono- or dicarbonyl synthons and uses reusable Nafion NR50 material as a solid catalyst in ethanol under microwave irradiation. The protocol has a high generality of functional groups and provides the desired quinolines in good to excellent yields. Some structures were confirmed by single-crystal X-ray diffraction analysis.
- Chan, Chieh-Kai,Lai, Chien-Yu,Wang, Cheng-Chung
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p. 1779 - 1794
(2020/06/08)
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- Method for synthesizing 2-hydrocarbylquinoline
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The invention provides a method for synthesizing 2-hydrocarbylquinoline. The method comprises the following steps: heating and reacting aniline or substituted aniline, phenylacetylene or substituted phenylacetylene and montmorillonite in chlorobenzene, ad
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Paragraph 0046; 0047; 0050-0051; 0052; 0055
(2019/10/01)
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- Cobalt-Catalyzed Electrophilic Aminations with Anthranils: An Expedient Route to Condensed Quinolines
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The reaction of various organozinc pivalates with anthranils provides anilines derivatives, which cyclize under acidic conditions providing condensed quinolines. Using alkenylzinc pivalates, electron-rich arylzinc pivalates or heterocyclic zinc pivalates produces directly the condensed quinolines of which several structures belong to new heterocyclic scaffolds. These N-heterocycles are of particular interest for organic light emitting diodes with their high photoluminescence quantum yields and long exciton lifetimes as well as for hole-transporting materials in methylammonium lead iodide perovskites solar cells due to an optimal band alignment for holes and a large bandgap.
- Li, Jie,Tan, Eric,Keller, Niklas,Chen, Yi-Hung,Zehetmaier, Peter M.,Jakowetz, Andreas C.,Bein, Thomas,Knochel, Paul
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supporting information
p. 98 - 103
(2019/01/08)
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- Metal-Free One-Pot Synthesis of (Tetrahydro)Quinolines through Three-Component Assembly of Arenediazonium Salts, Nitriles, and Styrenes
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A highly efficient and convenient metal-free, one-pot synthesis of diversely substituted (tetrahydro)quinolines has been achieved through a three-component assembly reaction of arenediazonium salts, nitriles, and styrenes. In sharp contrast to the prior works with the same reagent blend, the formation of N-arylnitrilium intermediates from arenediazonium salts and nitriles was followed by reaction with styrenes, leading to 3,4-dihydroquinolinium salts as a common intermediate. These could be further transformed to quinolines and tetrahydroquinolines depending on the reaction conditions. The advantages of this protocol include its simplicity, metal-free and mild conditions, readily available starting materials, and good functional group tolerance. (Figure presented.).
- Youn, So Won,Yoo, Huen Ji,Lee, Eun Mi,Lee, Seo Young
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supporting information
p. 278 - 283
(2017/12/26)
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- Copper(II)-catalyzed three-component cascade annulation of diaryliodoniums, nitriles, and alkynes: A regioselective synthesis of multiply substituted quinolines
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Three become one: Multiply substituted quinolines were synthesized from diaryliodoniums, alkynes, and nitriles by a CuII-catalyzed method. This cascade annulation is highly regioselective, step-economic, flexible with regard to the functional groups, and could potentially be applied to the synthesis of complex molecules. Copyright
- Wang, Yong,Chen, Chao,Peng, Jing,Li, Ming
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supporting information
p. 5323 - 5327
(2013/06/05)
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- Preparation of 2-arninpbenzophenones and polysubstituted quinolines through Sml2 promoted reductive cleavage of 3-aryl-2,1-benzisoxazoles
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Promoted by SmI2, 3-aryl-2,1-benzisoxazoles underwent reductive cleavage of the N - O bond leading to 2-aminobenzophenones in high yields upon protonation. Otherwise, if ketones with active methylene group were added to the reaction mixture prior to protonation, the desired poly substituted quinolines could be obtained under mild conditions in a one-pot manner.
- Fan, Xuesen,Zhang, Xinying,Zhang, Yongmin
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p. 637 - 643
(2007/10/03)
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- A novel preparation of 4-phenylquinoline derivatives in ionic liquids
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A novel preparation of 4-phenylquinoline derivatives through acid-catalyzed Friedlaender reaction in ionic liquid ([bmim][BF4]) is described. The preparative procedure presented in this paper is operationally simple and environmentally benign.
- Zhang, Xinying,Fan, Xuesen,Wang, Jianji,Li, Yanzhen
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p. 1339 - 1342
(2007/10/03)
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- Green preparation of quinoline derivatives through FeCl3· 6H2O Friedlander reaction in ionic liquids
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The preparation of substituted quinoline derivatives through a Friedlander condensation reaction utilizing the ionic liquid [bmim][BF4] as the reaction medium and iron chloride hexahydrate (FeCl3·6H 2O) as a catalyst is de
- Wang, Jianji,Fan, Xuesen,Zhang, Xinying,Han, Lijun
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p. 1192 - 1196
(2007/10/03)
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- THE PALLADIUM-CATALYSED CONJUGATE ADDITION TYPE REACTION OF 2-(N-ACYLAMINO)-ARYLMERCURY COMPOUNDS WITH α,β-ENONES: A NEW ENTRY TO THE QUINOLINE SKELETON
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Pd-catalysed reaction of arylmercurials with α,β-enones in an acidic two-phase system gives conjugate addition products useful for the synthesis of quinolines, 3,4-dihydroquinolines, and 1,2,3,4-tetrahydroquinolines.
- Cacchi, S.,Palmieri, G.
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p. 3373 - 3384
(2007/10/02)
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