微波促进碳酸钾催化一锅法合成2-氨基-3氰基-4-芳基-4H-苯并色烯衍生物

曾育才; 刘小玲; 梁奇峰; 吕鉴泉

doi:10.11949/j.issn.0438-1157.20181418

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微波促进碳酸钾催化一锅法合成2-氨基-3氰基-4-芳基-4H-苯并色烯衍生物

催化、动力学与反应器 | 更新时间：2020-06-24

- 微波促进碳酸钾催化一锅法合成2-氨基-3氰基-4-芳基-4H-苯并色烯衍生物
- One-pot synthesis of 2-amino-4-aryl-3-cyano-4H-benzochromene derivatives catalyzed by K₂CO₃ under microwave irradiation
- 化工学报 2019年第S1期页码：110-114
- 作者机构：
  
  嘉应学院化学与环境学院，广东梅州 514015
- 作者简介：
  
  曾育才（1961—），男，副教授，mzzyc@jyu.edu.cn
- 基金信息：
  
  嘉应学院自然科研基金项目(2014KJY04)
- DOI：10.11949/j.issn.0438-1157.20181418
  中图分类号： O 625.6
- 收稿：2018-11-27，
  
  修回：2018-12-11，
- 稿件说明：
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曾育才, 刘小玲, 梁奇峰, 吕鉴泉. 微波促进碳酸钾催化一锅法合成2-氨基-3氰基-4-芳基-4H-苯并色烯衍生物[J]. 化工学报, 2019, 70(S1): 110-114

ZENG Yucai, LIU Xiaoling, LIANG Qifeng, LYU Jianquan. One-pot synthesis of 2-amino-4-aryl-3-cyano-4H-benzochromene derivatives catalyzed by K₂CO₃ under microwave irradiation[J]. CIESC Journal, 2019, 70(S1): 110-114 DOI: 10.11949/j.issn.0438-1157.20181418.
曾育才, 刘小玲, 梁奇峰, 吕鉴泉. 微波促进碳酸钾催化一锅法合成2-氨基-3氰基-4-芳基-4H-苯并色烯衍生物[J]. 化工学报, 2019, 70(S1): 110-114 DOI： 10.11949/j.issn.0438-1157.20181418.

ZENG Yucai, LIU Xiaoling, LIANG Qifeng, LYU Jianquan. One-pot synthesis of 2-amino-4-aryl-3-cyano-4H-benzochromene derivatives catalyzed by K₂CO₃ under microwave irradiation[J]. CIESC Journal, 2019, 70(S1): 110-114 DOI: 10.11949/j.issn.0438-1157.20181418. DOI：

摘要

微波辐射下，乙醇溶剂中K

催化芳甲醛、丙二腈和

-萘酚（或

-萘酚）三组分一锅法快速合成了一系列2-氨基-3-氰基-4-芳基-4H-苯并[h]色烯或苯并[f]

色烯衍生物。以苯甲醛、丙二氰与

-萘酚的反应为模板反应，通过单因素实验方案优化了反应的工艺条件。结果表明：反应物各10 mmol，催化剂K

1 mmol，溶剂无水乙醇15 ml，采用微波功率500 W，80℃回流反应 5 min，2-氨基-3-氰基-4-苯基-4H-苯并[h]色烯（

）的收率83.6%。在上述最佳条件下，利用取代苯甲醛代替苯甲醛，4H-苯并[h]色烯衍生物(

)产率为65.8%~89.4%。利用

-萘酚代替

-萘酚，4H-苯并[f]色烯衍生物(

)产率为67.5%~82.9%，合成产物通过熔点和红外光谱表征其结构。

Abstract

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

-naphthol(or

-naphthol) with K

as catalyst in anhydrous ethanol solvent under microwave irradiation. With benzaldehyde

malononitrile and

-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(

) was obtained 83.6% yield with the condition of each reactant 10 mmol

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(

) were obtained 65.8%~89.4% yield. Using

-naphthol to replace

-naphthol

4H-benzo[f]chromene derivatives(

) were obtained 67.5%~82.9% yield. The structures of these compound were characterized by m.p. and IR.

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references

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