1318249-18-1Relevant academic research and scientific papers
PEG-400 as a carbon synthon: Highly selective synthesis of quinolines and methylquinolines under metal-free conditions
Ding, Chengcheng,Feng, Kaili,Li, Shichen,Ma, Chen
, p. 5542 - 5548 (2021/08/16)
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
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
supporting information, 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.).
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
