Abstract

Three-component 1,3-dipolar cycloaddition reactions between isatin, benzylamine, and α,β-unsaturated ketones at room temperature afforded substituted spiro[indole-3,2′-pyrrolidine] derivatives with good yields. In some cases, only one diastereoisomer was formed. The reaction involved in situ generation of azomethine ylide from isatin and benzylamine. The possibility of formation of different regio- and stereoisomers was analyzed by PM7 semiempirical quantum chemical calculations and NMR spectroscopy.

中文翻译：

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通过 1,3-偶极环加成一步法合成螺吡咯烷酮的三组分

摘要

在室温下，靛红、苄胺和 α,β-不饱和酮之间的三组分 1,3-偶极环加成反应以良好的产率得到取代的螺[吲哚-3,2'-吡咯烷]衍生物。在某些情况下，仅形成一种非对映异构体。该反应涉及从靛红和苄胺原位生成偶氮甲碱叶立德。通过 PM7 半经验量子化学计算和 NMR 光谱分析形成不同区域和立体异构体的可能性。