An Efficient Method for Synthesis of Some Novel Spirooxindole-4H-Pyran Derivatives

被引:6
作者
Divar, Masoumeh [1 ]
Zomorodian, Kamiar [2 ,3 ]
Sabet, Razieh [4 ]
Moeini, Maryam [4 ]
Khabnadideh, Soghra [1 ]
机构
[1] Shiraz Univ Med Sci, Pharmaceut Sci Res Ctr, Shiraz, Iran
[2] Shiraz Univ Med Sci, Sch Med, Ctr Basic Res Infect Dis, Shiraz, Iran
[3] Shiraz Univ Med Sci, Sch Med, Dept Med Mycol & Parasitol, Shiraz, Iran
[4] Shiraz Univ Med Sci, Fac Pharm, Int Branch, Shiraz, Iran
关键词
Isatin; multicomponent reactions; polyfunctionalized heterocycles; spirooxindole; FORMAL 3+3 ANNULATION; ISATIN; SCAFFOLDS; ALPHA;
D O I
10.1080/10406638.2019.1686405
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxindoles and spirooxindoles as poly-functionalized heterocycles are important synthetic targets because of their biological activity and applications to pharmaceutical guide discovery. The spirooxindole structure is usually found in a variety of complex alkaloids and many compounds that possess biological activity. In this study, we have proposed an easy and efficient access to spirooxindole from N-alkylated isatin derivatives, an activated methylene and 4-hydroxycumarin to get such compounds powerfully and suitably. Here we synthesized 18 new derivatives (4a-4r) of spirooxindoles by multicomponent reaction method. Chemical structures of all products were confirmed by IR, (HNMR)-H-1, (CNMR)-C-13, and Mass Spectroscopy. The reaction conditions were also optimized in the point of different kinds of catalysts, temperature, and solvents.
引用
收藏
页码:1549 / 1562
页数:14
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