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金(I)催化芳基炔烃活化构建三类型小分子骨架的最新进展。

Recent Advances in Gold(I)-Catalyzed Approaches to Three-Type Small-Molecule Scaffolds via Arylalkyne Activation.

机构信息

Key Laboratory of Structure-Based Drug Design and Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, China.

Wuya College of Innovation, Shenyang Pharmaceutical University, Shenyang 110016, China.

出版信息

Molecules. 2022 Dec 15;27(24):8956. doi: 10.3390/molecules27248956.

DOI:10.3390/molecules27248956
PMID:36558089
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9785939/
Abstract

Gold catalysts possess the advantages of water and oxygen resistance, with the possibility of catalyzing many novel chemical transformations, especially in the syntheses of small-molecule skeletons, in addition to achieving the rapid construction of multiple chemical bonds and ring systems in one step. In this feature paper, we summarize recent advances in the construction of small-molecule scaffolds, such as benzene, cyclopentene, furan, and pyran, based on gold-catalyzed cyclization of arylalkyne derivatives within the last decade. We hope that this review will serve as a useful reference for chemists to apply gold-catalyzed strategies to the syntheses of related natural products and active molecules, hopefully providing useful guidance for the exploration of additional novel gold-catalyzed approaches.

摘要

金催化剂具有耐水和耐氧的优点,有可能催化许多新颖的化学反应,特别是在小分子骨架的合成中,除了能够在一步中快速构建多个化学键和环系统。在这篇专题论文中,我们总结了过去十年中基于芳基炔衍生物的金催化环化反应构建小分子支架(如苯、环戊烯、呋喃和吡喃)的最新进展。我们希望这篇综述能为化学家们将金催化策略应用于相关天然产物和活性分子的合成提供有益的参考,为探索更多新颖的金催化方法提供有用的指导。

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3
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J Org Chem. 2022 Nov 4;87(21):14374-14383. doi: 10.1021/acs.joc.2c01804. Epub 2022 Oct 4.
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Org Biomol Chem. 2022 Sep 21;20(36):7151-7187. doi: 10.1039/d2ob00960a.
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Org Lett. 2022 Jan 21;24(2):548-553. doi: 10.1021/acs.orglett.1c03963. Epub 2021 Dec 30.