A facile synthesis of novel pyridone-annelated spirooxindolepyrrolidines via 1,3-dipolar cycloaddition

被引：3
|
作者：
Al-As'ad, Randa M. [1 ]
El-Abadelah, Mustafa M. [1 ]
Sabri, Salim S. [1 ]
Zahra, Jalal A. [1 ]
Awwadi, Firas F. [1 ]
Voelter, Wolfgang [2 ]
机构：
[1] Univ Jordan, Fac Sci, Dept Chem, Amman 11942, Jordan
[2] Univ Tubingen, Interfak Inst Biochem, D-72076 Tubingen, Germany
来源：
MONATSHEFTE FUR CHEMIE | 2015年 / 146卷 / 04期
关键词：
1,2,9-Trioxopyrrolo[2,3-f]quinoline; Azomethine ylide; 1,3-Cycloaddition; Spirooxindolepyrrolidines; X-ray crystal data; MAMMALIAN-CELL CYCLE; X=Y-ZH SYSTEMS; POTENTIAL 1,3-DIPOLES; UNCARIA-TOMENTOSA; AZOMETHINE YLIDES; DECARBOXYLATIVE ROUTE; OXINDOLE; SPIROTRYPROSTATIN; MITRAPHYLLINE; MECHANISM;
D O I：
10.1007/s00706-014-1391-6
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of novel pyridine-annelated spirooxindole-3,2'-pyrrolidines was prepared via 1,3-cycloaddition reaction involving N-methylmaleimide as 1,3-dipolarophile and the appropriate azomethine ylide. The latter 1,3-dipolar species were generated in situ via decarboxylative condensation reaction of the particular alpha-amino acid with pyridine-annelated isatin in aqueous methanol under reflux. The structures of these new spirooxindole cycloadducts are based on microanalytical, spectral (IR, HRMS, and NMR), and X-ray crystal data.
引用
收藏
页码：621 / 629
页数：9
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