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Divergent Synthesis of Novel Five-Membered Heterocyclic Compounds by Base-Mediated Rearrangement of Acrylamides Derived from a Novel Isocyanide-Based Multicomponent Reaction

机译:碱介导的基于新型异氰酸酯基多组分反应的丙烯酰胺的重排,新型合成五元杂环化合物

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We have recently reported a novel multicomponent reaction between arylacetic acids and isocyanides, affording α-acyloxyacrylamides through an unusual mechanism. The products of this novel multicomponent reaction can rearrange to five membered heterocyclic compounds when exposed to an alkaline environment. Depending on the reaction conditions and on the substitution pattern on the substrates, various pyrrolidine derivatives can be selectively obtained. We now wish to report that libraries endowed with skeletal diversity, thus responding to the requirements of Diversity Oriented Synthesis (DOS), can be efficiently prepared in this manner, and phenotypic biological assays have shown interesting properties of some representative compounds.
机译:我们最近报道了芳酸和异氰化物之间的新型多组分反应,通过一种不寻常的机理提供了α-酰氧基丙烯酰胺。当暴露于碱性环境中时,这种新颖的多组分反应的产物可以重排为五元杂环化合物。根据反应条件和底物上的取代方式,可以选择性地获得各种吡咯烷衍生物。现在,我们希望报告能够以这种方式有效地制备具有骨架多样性的文库,从而满足面向多样性的合成(DOS)的要求,并且表型生物学分析已显示出某些代表性化合物的有趣性质。

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