73402-92-3Relevant academic research and scientific papers
Lewis acid catalyzed reactivity switch: Pseudo three-component annulation of nitrosoarenes and (epoxy)styrenes
Purkait, Anisha,Saha, Subhajit,Ghosh, Santanu,Jana, Chandan K.
supporting information, p. 15032 - 15035 (2020/12/22)
A Lewis acid catalyzed annulation reaction via arene functionalization of nitrosoarenes and C-C cleavage of (epoxy)styrene to provide arylquinolines is reported. The Lewis acid catalyst altered the annulation pattern providing arylquinolines instead of oxazolidines. The reaction with styrene resulted in a mixture of 2,4-diarylquinoline and 4-Arylquinoline, while only 3-Arylquinoline was formed from the reaction of epoxystyrene. This journal is
Synthesis of 2,4-Diarylquinoline Derivatives via Chloranil-Promoted Oxidative Annulation and One-Pot Reaction
Cheng, Dongping,Pu, Yueqi,Shen, Jing,Xu, Xiaoliang,Yan, Jizhong,Yan, Xianhang
, p. 1833 - 1840 (2020/06/08)
An oxidative annulation for the synthesis of 2,4-diarylquinolines from o -allylanilines is disclosed that uses recyclable reagent Chloranil as the oxidant. The corresponding products are obtained in moderate to excellent yields. Furthermore, a one-pot access to 2,4-di aryl quinolines from easily available anilines and 1,3-diarylpropenes is described as a highly atom-efficient protocol that involves oxidative coupling, rearrangement, and oxidative annulation.
Mn(III)-Mediated Regioselective 6-endo-trig Radical Cyclization of o-Vinylaryl Isocyanides to Access 2-Functionalized Quinolines
Liu, Yan,Li, Shi-Jun,Chen, Xiao-Lan,Fan, Lu-Lu,Li, Xiao-Yun,Zhu, Shan-Shan,Qu, Ling-Bo,Yu, Bing
, p. 688 - 694 (2020/01/02)
A Mn(III)-mediated radical cyclization reaction of o-vinylaryl isocyanides and arylboronic acids or diphenylphosphine oxides to access various 2-functionalized quinolines under mild conditions was developed. With the introduction of radical stabilizing substituents (e. g. aryl and methyl group) on vinyl group, this reaction provides a regiospecific 6-endo-trig radical cyclization of o-vinylaryl isocyanides, giving a number of structurally unique and biologically potential 2-functionalized quinoline derivatives.
Quinoline compound and synthesis method thereof
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Paragraph 0100-0104, (2020/02/14)
The invention discloses a synthesis method of a quinoline compound. The synthesis method comprises the following steps: adding a diazocarbonyl compound and a 2-vinylaniline compound into a solvent, carrying out a reaction under the protection of an inert
Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis
Bujok, Robert,Morawska, Paulina,Pawlowski, Robert,Stanek, Filip,Stodulski, Maciej
supporting information, p. 2103 - 2112 (2020/03/27)
A visible-light-mediated process for dehydrogenation of amines has been described. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification. This process can be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biologically active molecules. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation.
Palladium-Catalyzed/Copper-Mediated Desulfurization and Aryl- ation of Quinoline-2-(1 H)-thione for Rapid Access to Quinoline Derivatives
Guo, Fu-Hu,Lu, Hai-Long,Quan, Zheng-Jun,Wang, Tong-Lin,Wang, Xi-Cun
, p. 893 - 900 (2020/03/13)
An efficient method for carbon-carbon bond formation is described. The process employs the palladium-catalyzed and copper-mediated cross-coupling of quinoline-2-(1 H)-thiones with arylboronic acids or alkynes through C-S bond cleavage without an inert atm
Synthesis method of 2, 4-diarylquinoline compound
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Paragraph 0056-0065, (2020/06/20)
The invention relates to a synthesis method of a 2, 4-diarylquinoline compound (II), which comprises the following steps: mixing a compound represented by a formula (I), an oxidizing agent and an organic solvent, heating to 60-80 DEG C, reacting for 1-2 hours, and carrying out after-treatment on the reaction solution to obtain a product (II). According to the synthesis method, a metal and other additives are not needed, operation is easy, raw materials are easy to obtain, and conditions are mild.
Green synthesis of quinolines via A3-coupling by using graphene oxide-supported Br?nsted acidic ionic liquid
Gajare, Shivanand,Patil, Audumbar,Hangirgekar, Shankar,Dhanmane, Sushilkumar,Rashinkar, Gajanan
, p. 2417 - 2436 (2020/02/18)
Abstract: Graphene oxide-supported Bronsted acidic ionic liquid ([GrBenzImi]SO3H) has been prepared by covalent grafting of benzimidazole unit in the matrix of graphene oxide followed by reaction with 1,4-butane sultone and hydrochloric acid. [GrBenzImi]SO3H has been characterized by various techniques including Fourier transform infrared spectroscopy (FTIR), FT-Raman (FT-Raman spectroscopy), CP-MAS 13C NMR spectroscopy, thermogravimetric analysis, energy-dispersive X-ray analysis, Brunauer–Emmett–Teller surface area, X-ray diffraction, and transmission electron microscopy. [GrBenzImi]SO3H was successfully employed as heterogeneous catalyst in A3-coupling reaction of aryl aldehydes, anilines and phenylacetylene for the synthesis of 2,4-disubstituted quinolines using water/ethanol system (1:1) as green medium. [GrBenzImi]SO3H could be recycled six times without significant loss in the yield of product. Graphic abstract: [Figure not available: see fulltext.].
MOF-5 as a highly efficient and recyclable catalyst for one pot synthesis of 2,4-disubstituted quinoline derivatives
Di, Jia-Qi,Ma, Cui-Ting,Xiao, Song-Tao,Zhang, Zhan-Hui
, p. 8614 - 8620 (2020/06/09)
A MOF-5-catalyzed three-component coupling reaction was developed as an efficient approach for the synthesis of 2,4-disubstituted quinoline derivatives via a one pot three-component reaction of aromatic amines, aldehydes and alkynes with excellent yields. The easy recovery and reusability of the catalyst, broad substrate scope, short reaction time, high yields of products and solvent-free conditions make this protocol practical, environmentally friendly and economically attractive.
Tetranuclear Palladacycles of 3-Acetyl-7-methoxy-2 H-chromen-2-one Derived Schiff Bases: Efficient Catalysts for Suzuki-Miyaura Coupling in an Aqueous Medium
Dharani, Sivadasan,Kalaiarasi, Giriraj,Sindhuja, Dharmalingam,Lynch, Vincent M.,Shankar, Ramasamy,Karvembu, Ramasamy,Prabhakaran, Rathinasabapathi
, p. 8045 - 8055 (2019/06/07)
Tetranuclear organopalladium(II) complexes 1-3 and mononuclear complex 4 have been synthesized by the complexation of 3-acetyl-7-methoxy-2H-chromen-2-one derived Schiff bases with potassium tetrachloropalladate K2[PdCl4]. Structural confirmation for the complexes (1-3) has been achieved by single-crystal X-ray diffraction analysis. The ligands are found to bind with the palladium ion through its azomethine nitrogen, thiolate sulfur, and C4 carbon atom of the coumarin moiety subsequent to C-H activation. The monomeric nature of complex 4 was confirmed from its mass spectroscopic data. In complex 4, coordination occurred via the lactone oxygen, azomethine nitrogen, and thiolate sulfur atoms. Computational study has been used to determine the optimized molecular structures of the complexes. An explanation on the energies of their highest occupied and lowest unoccupied molecular orbital levels and their electronic spectra has also been provided on the basis of the theoretical calculations. A systematic study of the application of these complexes as catalysts in Suzuki-Miyaura coupling (SMC) has been done with different aryl halides and phenyl boronic acid in an aqueous medium. Optimization of the reaction indicated that complex 2 exhibits greater efficiency than other complexes. An appreciable yield of the coupled products was observed with the minimum use of catalyst (μmol), and the C-C coupling has been confirmed by GC/GC-MS. An interesting result of our catalyst is the coupling of four different chloroquinolines with phenyl boronic acid to afford the coupled products in good yields.
