Synthesis of aza-fused polycyclic quinolines through copper-catalyzed cascade reactions.
A new and efficient method for the synthesis of aza-fused polycyclic quinolines (e.g., benzimidazo[1,2-a]quinolines) is described. This protocol includes an intermolecular condensation followed by a copper-catalyzed intramolecular C-N coupling reaction. The method is applied to a wide range of 2-iodo, 2-bromo, and 2-chloro aryl aldehyde substrates to yield the aza-fused polycyclic quinolines in good yields.
Cai
Qian
Q
Key Laboratory of Regenerative Biology and Institute of Chemical Biology, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, No. 190, Kaiyuan Avenue, Science Park, Guangzhou, China, 510530. cai_qian@gibh.ac.cn
Li
Zhengqiu
Z
Wei
Jiajia
J
Fu
Liangbin
L
Ha
Chengyong
C
Pei
Duanqing
D
Ding
Ke
K
D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D011083:Polycyclic Compounds; D011804:Quinolines; D003300:Copper