以乙醇为溶剂,4-羟基-3-乙酰基香豆素和胺为原料,对甲苯磺酸为催化剂,在超声波作用下合成一系列4-羟基-3-(2-亚氨基乙基)-2H-苯并吡喃-2-酮类化合物,产率62％～94％.对产物进行了IR、1H NMR及HRMS表征,对化合物3c进行了X射线衍射分析.该方法具有反应产率高、时间短、反应条件温和及操作简单等优点.
参考文献
| [1] | Neyts J,Clercq E D,Singha R,et al.Structure-Activity Relationship of New Anti-Hepatitis C Virus Agents:Heterobicycle-Coumarin Conjugates[J].J Med Chem,2009,52 (5):1486-1490. |
| [2] | Hwu J R,Lin S Y,Tsay S C,et al.Coumarin-Purine Ribofuranoside Conjugates as New Agents against Hepatitis C Virus[J].J Med Chem,2011,54(4):2114-2126. |
| [3] | Miyaji H,Kim H K,Sim E K,et al.Coumarin-Strapped Calix[4]pyrrole:A Fluorogenic Anion Receptor Modulated by Cation and Anion Binding[J].J Am Chem Soc,2005,127(36):12510-12512. |
| [4] | Ray D,Bharadwaj P K.A Coumarin-Derived Fluorescence Probe Selective for Magnesium[J].Inorg Chem,2008,47(7):2252-2254. |
| [5] | Choi M G,Hwang J,Moon J O,et al.Hydrazine-Selective Chromogenic and Fluorogenic Probe Based on Levulinated Coumarin[J].Org Lett,2011,13(19):5260-5263. |
| [6] | Chen J J,Li K T,Yang D Y.Synthesis of Coumarin/Phenanthridine-Fused Heterocycles and Their Photochemical and Thermochromic Properties[J].Org Lett,2011,13 (7):1658-1661. |
| [7] | Zhao Y R,Zheng Q,Dakin K,et al.New Caged Coumarin Fluorophores with Extraordinary Uncaging Cross Sections Suitable for Biological Imaging Applications[J].J Am Chem Soc,2004,126(14):4653-4663. |
| [8] | Menge C,Heckel A.Coumarin-Caged dG for Improved Wavelength-Selective Uncaging of DNA[J].Org Lett,2011,13(17):4620-4623. |
| [9] | ZHENG Yuguo,XUE Wei,WEI Xue.Ultrasonic Radiative Synthesis and Biological Activities of Morpholinomethylamino Containing 1,2,4-Triazole-5-thiones[J].Chinese J Appl Chem,2010,27(10):1165-1170(in Chinese).郑玉国,薛伟,魏学.三唑硫酮氨席夫碱吗啡亚甲胺的超声辐射合成及其生物活性[J].应用化学,2010,27(10):1165-1170. |
| [10] | ZHANG Yinli.Application and Research Development of Schif Bases and Their Complexes[J].Chem Ind Times,2008,22(5):56-60(in Chinese).张引莉.Schiff碱及其配合物应用研究及进展[J].化工时刊,2008,22 (5):56-60. |
| [11] | YUAN Shujun,CAI Chun,LV Chunxu.Synthesis of an Amphipathic Schiff Base Complex with Cu(Ⅱ)and Catlytic Oxidation of Benzyl Alcohol[J].Chinese JAppl Chem,2003,20(3):278-280(in Chinese).袁淑军,蔡春,吕春绪,等.双亲性希夫碱铜(Ⅱ)配合物的合成及苯甲醇的催化氧化[J].应用化学,2003,20(3):278-280. |
| [12] | BIAN Yanjiang,ZHAO Yanjun,LI Mingxian,et al.Coupling Reactions of Aromatic Aldehydes Using Manganese under Ultrasound Irradiation[J].Chinese J Org Chem,2004,24(7):828-830(in Chinese).边延江,赵艳军,栗明献,等.超声波辐射下金属锰引发芳香醛的偶联反应[J].有机化学,2004,24(7):828-830. |
上一张
下一张
上一张
下一张
计量
- 下载量()
- 访问量()
文章评分
- 您的评分：
-
10%
-
20%
-
30%
-
40%
-
50%