Regioselective Synthesis of Novel Spiropyrrolidines and Spirothiapyrrolizidines Through Multicomponent 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylides
Regioselective Synthesis of Novel Spiropyrrolidines and Spirothiapyrrolizidines Through Multicomponent 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylides
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DOI：
10.1021/cc100035q
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发表时间：
2010-09-01
影响因子：
--
通讯作者：
Shi, Daqing
中科院分区：
文献类型：
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作者：
Liu, Hai;Dou, Guolan;Shi, Daqing
以4-hydroxy-6-methyl-3-((E)-3-phenylacryloyl)-2H-pyran-2-ones为原料，在乙醇回流中与肌氨酸或硫代丙氨酸进行三组分的1，3-偶极环加成反应，合成了一系列新型的螺吡咯烷和螺硫基吡咯烷。该方法具有原料易得、反应条件温和、产率高、区域选择性好等优点。
A series of novel spiropyrrolidines and spirothiapyrrolizidines were synthesized via a three-component 1,3-dipolar cycloaddition reaction of isatin or acenaphthenequinone, sarcosine or thiaproline and 4-hydroxy-6-methyl-3-((E)-3-phenylacryloyl)-2H-pyran-2-ones in refluxing ethanol. Advantages of this method include the availability of starting materials, mild reaction conditions, high yields, and the complete regioselectivity observed.