SYNTHESIS OF NEW SPIROOXINDOLOPYRROLIDINES VIA THREE-COMPONENT REACTION OF ISATINS, α-AMINO ACIDS, AND (<i>E</i>)-3-ARYL-2-CYANOACRYLAMIDES OR (<i>E</i>)-3-ARYL-2-(4-ARYLTHIAZOL-2-YL)ACRYLONITRILES
DOI:
https://doi.org/10.1007/3602Ключевые слова:
azomethine ylide, cyanoacrylamide, sarcosine, spiro[indoline-3, 2'-pyrrolidin]-2-one, thiazoleacrylonitrileАннотация
A series of novel spirooxindolopyrrolidine derivatives has been prepared via a three-component 1,3-dipolar cycloaddition reaction of 2-oxindoleazomethine ylides generated in situ from isatin and sarcosine or valine with (E)-3-aryl-2-cyanoacrylamides or (E)-3-aryl-2-(4-arylthiazol-2-yl)acrylonitriles as dipolarophiles. To rationalize the observed regio- and stereoselectivity, calculations of the geometrical structures of all possible conformers and charge distribution in the reacting systems were performed.
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Опубликован
2017-05-02
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Оригинальные статьи