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快速进入碳环和杂环螺环氧化吲哚。

Expeditious entry into carbocyclic and heterocyclic spirooxindoles.

机构信息

Sudhanva Technologies Private Limited, No. 7, Weavers Colony, Basavanapura, Bengaluru, Karnataka 560083, India.

Department of Chemistry, Indian Institute of Technology, Powai, Mumbai, Maharashtra 400076, India.

出版信息

Org Biomol Chem. 2022 Jul 27;20(29):5651-5693. doi: 10.1039/d2ob00767c.

DOI:10.1039/d2ob00767c
PMID:35792116
Abstract

Spirocyclic frameworks have attracted synthetic practitioners due to their unique three-dimensional assembly, improved metabolic stability, solubility, and increased molecular complexity with regard to planar architectures. A recent surge in the number of spirocyclic oxindoles inhibiting enzymes, moderating unique protein-protein interactions, modulating receptors and transporters is testament to their prevalence. Against this background, the construction of spirocyclic frameworks containing an oxindole moiety as a torsional switch stereoselective methods is in great demand. Herein we present a summary of the past three years in the progress of metal, organic molecule, nanostructured particle mediated, and even uncatalyzed versions of the highly diastereo- and enantioselective pathways leading to oxindole spirocycles.

摘要

螺环框架由于其独特的三维组装、改善的代谢稳定性、溶解度以及相对于平面结构增加的分子复杂性,吸引了合成从业者。最近,螺环氧化吲哚抑制酶、调节独特的蛋白质-蛋白质相互作用、调节受体和转运体的数量激增证明了它们的普遍性。在此背景下,作为扭转开关的螺环框架的构建含有一个氧化吲哚部分作为扭转开关 立体选择性方法的需求很大。本文总结了过去三年来在金属、有机分子、纳米结构颗粒介导的甚至无催化剂版本的高度非对映和对映选择性途径导致氧化吲哚螺环的进展。

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