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

页码：621 / 629

页数：9

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