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钌催化的氢芳基化反应作为合成烷基芳烃和取代烯烃的策略。

Ruthenium-catalyzed hydroarylation reactions as the strategy towards the synthesis of alkylated arenes and substituted alkenes.

作者信息

Thowfik Salam, Afsina C M A, Anilkumar Gopinathan

机构信息

Institute for Integrated Programmes and Research in Basic Sciences (IIRBS), Mahatma Gandhi University Priyadarsini Hills P O Kottayam Kerala 686560 India.

School of Chemical Sciences, Mahatma Gandhi University Priyadarsini Hills P O Kottayam Kerala 686560 India

出版信息

RSC Adv. 2023 Feb 21;13(9):6246-6263. doi: 10.1039/d3ra00211j. eCollection 2023 Feb 14.

Abstract

Metal-catalyzed hydroarylation reactions are always powerful tools in organic synthesis since they can form C-C or C-heteroatom bonds in an atom and step economic manner. Medicinally and biologically relevant scaffolds can be easily and efficiently synthesized using this strategy. By tuning the directing groups that are present on the arenes, regioselectivity can be induced to the C-H activation. Metals like cobalt, rhodium and ruthenium are well known as catalysts in this type of reaction. But due to their easy availability and efficiency, Ru catalysts are found to be more preferable for hydroarylation purposes. In this review, the Ru-catalyzed hydroarylation of alkenes and alkynes, intramolecular Ru-catalyzed hydroarylation of olefin tethered arenes, modifications in the catalytic system to improve the catalytic efficiency, and carboxylate-assisted Ru-catalyzed hydroarylation reactions are discussed in detail, covering literature from 2016 to 2022.

摘要

金属催化的氢芳基化反应一直是有机合成中的强大工具,因为它们能够以原子经济和步骤经济的方式形成碳-碳或碳-杂原子键。使用该策略可以轻松高效地合成与医药和生物学相关的骨架。通过调节芳烃上存在的导向基团,可以诱导区域选择性的碳-氢键活化。钴、铑和钌等金属是这类反应中众所周知的催化剂。但由于其易于获得且效率高,发现钌催化剂更适合用于氢芳基化反应。在本综述中,详细讨论了钌催化的烯烃和炔烃的氢芳基化反应、烯烃连接芳烃的分子内钌催化氢芳基化反应、催化体系的改进以提高催化效率以及羧酸盐辅助的钌催化氢芳基化反应,涵盖了2016年至2022年的文献。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/21f4/9942110/40ab92ccbc33/d3ra00211j-s1.jpg

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