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用于复杂分子合成与功能化的过渡金属催化的C-H键硅基化和硼基化反应

Transition-Metal-Catalyzed Silylation and Borylation of C-H Bonds for the Synthesis and Functionalization of Complex Molecules.

作者信息

Yu Isaac F, Wilson Jake W, Hartwig John F

机构信息

Department of Chemistry, University of California, Berkeley, California 94720, United States.

出版信息

Chem Rev. 2023 Oct 11;123(19):11619-11663. doi: 10.1021/acs.chemrev.3c00207. Epub 2023 Sep 26.

Abstract

The functionalization of C-H bonds in organic molecules containing functional groups has been one of the holy grails of catalysis. One synthetically important approach to the diverse functionalization of C-H bonds is the catalytic silylation or borylation of C-H bonds, which enables a broad array of downstream transformations to afford diverse structures. Advances in both undirected and directed methods for the transition-metal-catalyzed silylation and borylation of C-H bonds have led to their rapid adoption in early-, mid-, and late-stage of the synthesis of complex molecules. In this Review, we review the application of the transition-metal-catalyzed silylation and borylation of C-H bonds to the synthesis of bioactive molecules, organic materials, and ligands. Overall, we aim to provide a picture of the state of art of the silylation and borylation of C-H bonds as applied to the synthesis and modification of diverse architectures that will spur further application and development of these reactions.

摘要

在含有官能团的有机分子中实现C-H键的官能化一直是催化领域的圣杯之一。一种对于C-H键多样化官能化具有重要合成意义的方法是C-H键的催化硅基化或硼基化,这使得一系列下游转化能够生成多样的结构。在过渡金属催化的C-H键硅基化和硼基化的非定向和定向方法方面取得的进展,促使它们在复杂分子合成的早期、中期和后期迅速得到应用。在本综述中,我们回顾了过渡金属催化的C-H键硅基化和硼基化在生物活性分子、有机材料和配体合成中的应用。总体而言,我们旨在呈现C-H键硅基化和硼基化在应用于多样结构的合成和修饰方面的现状,这将推动这些反应的进一步应用和发展。

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