Assembly of isoquinolines via CuI-catalyzed coupling of beta-keto esters and 2-halobenzylamines.
CuI-catalyzed coupling of 2-halobenzylamines with beta-keto esters or 1,3-diketones in i-PrOH under the action of K(2)CO(3) produced 1,2-dihydroisoquinolines as the coupling/condensative cyclization products, which underwent smooth dehydrogenation under air atmosphere to afford substituted isoquinolines.
Wang
Bao
B
Center of Drug Discovery, China Pharmaceutical University, Nanjing 210009, China.
Lu
Biao
B
Jiang
Yongwen
Y
Zhang
Yihua
Y
Ma
Dawei
D
D001596:Benzylamines / Q000737:chemistry*; D017605:Bromine Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D004952:Esters / Q000737:chemistry*; D054879:Halogenation; D007454:Iodides / Q000737:chemistry*; D007546:Isoquinolines / Q000737:chemistry*; D015394:Molecular Structure
D001596:Benzylamines; D017605:Bromine Compounds; D004952:Esters; D007454:Iodides; D007546:Isoquinolines; D003300:Copper; C073870:cuprous iodide