17282-80-3Relevant academic research and scientific papers
Photo-Thermo-Mechanochemical Approach to Synthesize Quinolines via Addition/Cyclization of Sulfoxonium Ylides with 2-Vinylanilines Catalyzed by Iron(II) Phthalocyanine
Liu, Luyao,Lin, Jingyang,Pang, Mingxuan,Jin, Huile,Yu, Xiaochun,Wang, Shun
, p. 1146 - 1151 (2022/02/14)
A novel photo-thermo-mechanochemical approach to assembling quinolines catalyzed by iron(II) phthalocyanine has been realized for the first time. This transformation features a cost-efficient catalytic system and operational simplicity, is free of solvent, and shows good substrate tolerance, providing a green alternative to existing thermal approaches. Mechanistic experiments demonstrate that the in-situ-formed secondary amine may be the key intermediate for the further cyclization/aromatization process.
RuII-Catalyzed/NH2-Assisted Selective Alkenyl C-H [5 + 1] Annulation of Alkenylanilines with Sulfoxonium Ylides to Quinolines
Chen, Pu,Nan, Jiang,Hu, Yan,Ma, Qiong,Ma, Yangmin
supporting information, p. 4812 - 4815 (2019/06/27)
A novel ruthenium-catalyzed [5 + 1] annulation of 2-alkenylanilines with sulfoxonium ylides was developed for the rapid assembly of highly functionalized quinolines. This new catalytic process employs challenging but synthetically ideal free amino functionality to achieve alkenyl C-H activation with sulfoxonium ylides as one-carbon coupling partners. Various 2-acylquinolines could be obtained with good yields and excellent functional group tolerance. Moreover, the potential synthetic application of this methodology was exemplified by several chemical transformations.
Synthesis of substituted quinolines by iron-catalyzed oxidative coupling reactions
Liu, Peng,Li, Yuxi,Wang, Haiyu,Wang, Zhiming,Hu, Xianming
supporting information, p. 6654 - 6656,3 (2012/12/13)
A simple and efficient method has been developed for the synthesis of quinoline derivatives from N-alkyl anilines and alkynes or alkenes by iron-catalyzed oxidative coupling reactions. A variety of substituted quinolines are prepared in good to excellent yields.
Microwave-assisted multicomponent domino cyclization-aromatization: An efficient approach for the synthesis of substituted quinolines
Kulkarni, Aditya,Toeroek, Bela
supporting information; experimental part, p. 875 - 878 (2010/09/03)
A solid acid-catalyzed microwave-assisted synthesis of substituted quinolines is described. The quinolines were synthesized by a multicomponent domino reaction of anilines, aldehydes and terminal aryl alkynes. The synthetic pathway involves the formation of an imine, followed by the intermolecular addition of an alkyne to the imine. This intermediate immediately undergoes ring closure and oxidative aromatization. The reaction is catalyzed by montmorillonite K-10, a strong, environmentally benign solid acid. The multicomponent approach yields the products with nearly 90% atom economy in excellent yields in a matter of minutes. The use of microwave activation reduces the reaction time significantly.
