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Citation: GONG Kai, FANG Dong, LIU Zu-Liang. Catalyzed Synthesis of Substituted 2-Amino-2-chromenes by Functionalized Ionic Liquid[J]. Chinese Journal of Applied Chemistry, ;2008, 25(7): 843-847. shu

Catalyzed Synthesis of Substituted 2-Amino-2-chromenes by Functionalized Ionic Liquid

GONG Kai ^a ,
FANG Dong ^a,b ,
LIU Zu-Liang ^a,,

1.
a School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing, 210094;
2.
b Jiangsu Provincial Key Laboratory of Coastal Wetland & Environmental Protection, Yancheng

Corresponding author: LIU Zu-Liang,
Received Date: 18 September 2007
Available Online: 21 December 2007

An efficient and convenient method for the synthesis of 2-amino-2-chromenes has been achieved through the ‘one-pot’ three-component condensation reaction of aromatic aldehydes,malononitrile and α- or β-naphthol in the presence of 10% mol of functionalized ionic liquid,2-hydroxyethlammonium acetate ([H₃N⁺CH₂CH₂OH][CH₃CO₂^-]),in water at 100℃ to afford the corresponding compounds in 89%~98% yields.The present protocol offers several advantages,including simple work-up procedure,high yields,short reaction time and moreover the ionic liquid reusability and benignity to the environment.For the reaction of benzaldehyde,malononitrile and α-naphthol,the ionic liquid can be recycled at least 3 times without the significant loss of activity.A possible reaction mechanism is proposed under the reaction conditions.
- functionalized ionic liquid,
- hydroxyethlammonium acetate,
- catalyze,
- amino-chromene
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