1,3-DIPOLAR CYCLOADDITION OF (<i>E</i>)-4-(4-CHLOROPHENYL)-2-OXOBUT-3-ENIC ACID TO 2-OXINDOLE AZOMETHINE YLIDES

Авторы

  • Tetiana L. Pavlovska ГНУ "НТК "Институт монокристаллов" НАН Украины
  • Victoria V. Lipson Antidiabetic Drug Laboratory, SI “V.Ya. Danilevsky Institute for Endocrine Pathology Problems”, Academy of Medical Sciences of Ukraine
  • Svetlana V. Shishkina State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine
  • Vladimir I. Musatov State Scientific Institution “Institute for Single Crystals” of National Academy of Sciences of Ukraine
  • Alexander V. Borisov Enamine LTD
  • Alexander V. Mazepa A.V. Bogatsky physico-chemical institute of the National Academy of Sciences of Ukraine

DOI:

https://doi.org/10.1007/5001

Ключевые слова:

arylidenepyruvic acid, azomethine, oxindole, pyrrolizidine, ylide, cycloaddition

Аннотация

The a-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.

Биография автора

Tetiana L. Pavlovska, ГНУ "НТК "Институт монокристаллов" НАН Украины

аспирант

Загрузки

Опубликован

2019-07-23

Выпуск

Том 55 № 7 (2019)

Раздел

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