Facile and efficient synthesis of quinolin-2(1H)-ones via cyclization of penta-2,4-dienamides mediated by H2SO4.
A facile and efficient synthesis of substituted quinolin-2(1H)-ones is developed via intramolecular cyclization of penta-2,4-dienamides mediated by concentrated H(2)SO(4) (98%), and a mechanism involving the formation of a dicationic superelectrophile, and subsequent intramolecular nucleophilic cyclization reactions is proposed.
Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China.
Xu
X
Liu
Xin
X
Xin
Dexuan
D
Xiang
Rui
R
Zhang
Santosh
S
Kumar
Fenguo
F
Zhou
Dewen
D
Dong
D000466:Alkadienes / Q000737:chemistry*; D000577:Amides / Q000737:chemistry*; D003500:Cyclization; D015363:Quinolones / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism; D013464:Sulfuric Acids / Q000737:chemistry*
D000466:Alkadienes; D000577:Amides; D015363:Quinolones; D013464:Sulfuric Acids; C033158:sulfuric acid