Laboratory of Organic Chemistry, Tarsadia Institute of Chemical Science, Uka Tarsadia University, Maliba Campus, Gopal Vidyanagar, Bardoli-Mahuva Road, Tarsadi, 394350, Surat, Gujarat, India.
ChemistryOpen. 2023 Apr;12(4):e202200223. doi: 10.1002/open.202200223. Epub 2023 Jan 31.
The Ugi reaction, a multicomponent reaction, allows diversity-oriented synthesis Its importance is recognized by an exponential increase in the publications utilizing the post-Ugi transformations as a strategy to build complex molecules via simple and sustainable processes in the recent literature. A second concept, alkyne activation through metal-, acid-, iodine-catalysis and base-mediated transformations, also leads to wonderful molecules in short and efficient synthetic routes. Combination of these two approaches via application of an alkyne-containing component in the Ugi reaction brings the benefits of both protocols into one synthetic sequence. The propargyl amines come as an obvious choice in this context as they work wonderfully as an amine component in the Ugi reaction, while post-Ugi alkyne activation has the potential to generate biologically interesting carbo- and hetero-cyclic systems. Thus, one can compare the Ugi adduct with a pupa which has inherent property of metamorphosis into biologically interesting molecules. In this review, application of propargyl amines in the Ugi reaction is discussed with a focus on post-Ugi transformations.
乌吉反应是一种多组分反应，允许进行面向多样性的合成。近年来，利用乌吉反应后的转化作为通过简单可持续的方法构建复杂分子的策略的文献数量呈指数级增长，这也证明了其重要性。第二个概念是通过金属、酸、碘催化和碱介导的转化来激活炔烃，这也导致了在短时间内通过高效的合成路线得到奇妙的分子。通过在乌吉反应中应用含有炔烃的组分将这两种方法结合起来，将两种方案的优点都纳入到一个合成序列中。在这种情况下，丙炔胺是一个明显的选择，因为它们在乌吉反应中作为胺组分效果很好，而乌吉反应后的炔烃活化有可能生成具有生物活性的碳环和杂环系统。因此，人们可以将乌吉加合物比作一个蛹，它具有内在的特性，可以变成具有生物活性的分子。在这篇综述中，讨论了丙炔胺在乌吉反应中的应用，重点是乌吉反应后的转化。
