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靛红衍生亚胺叶立德的 1,3-偶极环加成反应在螺环氧化吲哚和吲哚衍生骨架的合成中的应用:最新进展。

1,3-Dipolar cycloaddition reactions of isatin-derived azomethine ylides for the synthesis of spirooxindole and indole-derived scaffolds: recent developments.

机构信息

Department of Chemistry, Faculty of Science, Imam Khomeini International University, Qazvin, Iran.

出版信息

Mol Divers. 2023 Oct;27(5):2365-2397. doi: 10.1007/s11030-022-10510-9. Epub 2022 Aug 4.

Abstract

The unique therapeutic and biological characteristics of spirooxindole have led to the presentation of numerous reactions for the synthesis of spirooxindoles through 1,3-Dipolar cycloaddition of highly reactive isatin-derived azomethine ylides with activated olefins as the main tool for the formation of spirocyclic oxindoles during the last 4 years. Therefore, there is a need to highlight the recent developments in this area, along with the representative synthetic methods and relevant reaction mechanisms from 2018 to 2021. The representative synthetic methodologies were listed in four sections based on the procedure to form the azomethine ylide species including isatins and amino acids, isatin-derived α-(trifluoromethyl)imine, isatins and benzylamines, and from isatin-derived cyclic imine 1,3-dipoles.

摘要

螺噁吲哚独特的治疗和生物学特性导致了许多通过高反应性靛红衍生的亚胺叶立德与活化烯烃的 1,3-偶极环加成反应来合成螺噁吲哚的反应被提出,这是在过去 4 年中形成螺环氧吲哚的主要方法。因此,需要重点介绍这一领域的最新进展,以及 2018 年至 2021 年期间的代表性合成方法和相关反应机制。代表性的合成方法学根据形成亚胺叶立德物种的程序分为四个部分,包括靛红和氨基酸、靛红衍生的α-(三氟甲基)亚胺、靛红和苄胺以及由靛红衍生的环状亚胺 1,3-二极体。

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