1,3-Dipolar cycloaddition of (E)-4-(4-chlorophenyl)-2-oxobut-3-enic acid to 2-oxindole azomethine ylides

被引：0
作者：
Tetiana L. Pavlovska
Victoria V. Lipson
Svetlana V. Shishkina
Vladimir I. Musatov
Alexander V. Borisov
Alexander V. Mazepa
机构：
[1] National Academy of Sciences of Ukraine,SSI “Institute for Single Crystals”
[2] Academy of Medical Sciences of Ukraine,Antidiabetic Drug Laboratory, SI “V. Ya. Danilevsky Institute for Endocrine Pathology Problems”
[3] V. N. Karazin Kharkiv National University,Chemistry Department
[4] Enamine Ltd,A.V. Bogatsky Physico
[5] National Academy of Sciences of Ukraine,Chemical Institute
来源：
Chemistry of Heterocyclic Compounds | 2019年 / 55卷
关键词：
arylidenepyruvic acid; azomethine; oxindole; pyrrolizidine; ylide; cycloaddition;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
The α-keto carboxylic acid motif has been embedded to the novel spirooxindolepyrrolizidines via a three-component 1,3-dipolar cycloaddition of 2-oxindole azomethine ylides generated in situ from isatin and proline with (E)-4-(4-chlorophenyl)-2-oxo-but-3-enoic acid as dipolarophile. The stereochemistry of cycloaddition was confirmed by NMR spectra data as well as with the calculations of the geometrical structures of all possible conformers and charge distribution in the reacting systems by means of M06-2X /cc-pVTZ basis set in the Gaussian 09 program.
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页码：679 / 683
页数：4
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