One-pot synthesis of 2-amino-4-aryl-3-cyano-4H-benzochromene derivatives catalyzed by K2CO3 under microwave irradiation

被引:0
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作者
Zeng Y. [1 ]
Liu X. [1 ]
Liang Q. [1 ]
Lyu J. [1 ]
机构
[1] College of Chemistry and Environment, Jiaying University, Meizhou, 514015, Guangdong
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关键词
2-amino-4-aryl-3-cyano-4H-benzochromene derivatives; K[!sub]2[!/sub]CO[!sub]3[!/sub] catalyst; Microwave irradiation; One-pot synthesis;
D O I
10.11949/j.issn.0438-1157.20181418
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摘要
A series of 2-amino-4-aryl-3-cyano-4H-benzo[h]chromene or benzo[h]chromene derivatives were synthesized by a three-component one-pot reaction of aromatic aldehydes, malononitrile and α-naphthol(or β-naphthol) with K2CO3 as catalyst in anhydrous ethanol solvent under microwave irradiation. With benzaldehyde, malononitrile and α-naphthol as template reaction, the reaction conditions were optimized by single factor experiments. The results showed that 2-amino-4-aryl-3-cyano-4H-benzo[h]chromene(4a) was obtained 83.6% yield with the condition of each reactant 10 mmol, K2CO3 1 mmol and anhydrous ethanol 15 ml as solvent, using microwave power 500 W, reflux reaction 5 min at 80℃. Under the best of the above conditions,using substituted benzaldehyde to replace benzaldehyde, 4H-benzo[h]chromene derivatives(4) were obtained 65.8%~89.4% yield. Using β-naphthol to replace α-naphthol, 4H-benzo[f]chromene derivatives(6) were obtained 67.5%~82.9% yield. The structures of these compound were characterized by m.p. and IR. © All Right Reserved.
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页码:110 / 114
页数:4
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