A new efficient synthesis of pyranoquinolines from 1-acetyl N-aryl cyclopentanecarboxamides.
A new efficient synthesis of pyrano[2,3-b]quinoline derivatives is developed via the H2SO4-mediated tandem cyclization/ring-opening/recyclization reaction of readily available 1-acetyl N-aryl cyclopentanecarboxamides, during which a novel ring-cleavage fashion of the cyclopentane unit is involved and possible mechanisms are discussed.
Zhang
Qian
Q
Department of Chemistry, Northeast Normal University, Changchun, 130024, China. zhangq651@nenu.edu.cn
Zhang
Zhiguo
Z
Yan
Zihong
Z
Liu
Qun
Q
Wang
Tunyu
T
D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry
D003517:Cyclopentanes; D011714:Pyrans; D011804:Quinolines