1318249-17-0Relevant academic research and scientific papers
Metal-Free One-Pot Synthesis of (Tetrahydro)Quinolines through Three-Component Assembly of Arenediazonium Salts, Nitriles, and Styrenes
Youn, So Won,Yoo, Huen Ji,Lee, Eun Mi,Lee, Seo Young
, p. 278 - 283 (2017/12/26)
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.).
Synthesis of Quinolines through Three-Component Cascade Annulation of Aryl Diazonium Salts, Nitriles, and Alkynes
Wang, Hao,Xu, Qian,Shen, Sheng,Yu, Shouyun
, p. 770 - 775 (2017/04/26)
An efficient and rapid synthesis of multiply substituted quinolines is described. This method is enabled by a three-component cascade annulation of readily available aryl diazonium salts, nitriles, and alkynes. This reaction is catalyst- and additive-free. Various aryl diazonium salts, nitriles, and alkynes can participate in this transformation, and the yields are up to 83%.
A mild palladium-catalyzed Suzuki coupling reaction of quinoline carboxylates with boronic acids
Li, Wenjie,Gao, Joe J.,Zhang, Yongda,Tang, Wenjun,Lee, Heewon,Fandrick, Keith R.,Lu, Bruce,Senanayake, Chris H.
supporting information; experimental part, p. 1671 - 1675 (2011/09/20)
A palladium-catalyzed cross-coupling between aryl carboxylates and boronic acids has been achieved for the first time by taking advantage of the enhanced reactivity of quinoline 4-carboxylates. Also for the first time a Suzuki coupling reaction via a self-activation of boronic acids without addition of base is described. The reactions proceed under mild conditions (25-65°C) to give excellent yields, and a wide range of functionalities is tolerated. Copyright
