Transition-Metal-Catalyzed Selective Alkynylation of C−H Bonds,Advanced Synthesis & Catalysis

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Transition-Metal-Catalyzed Selective Alkynylation of C−H Bonds
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2021-09-22 , DOI: 10.1002/adsc.202100992
Anjana Suseelan Sarala ₁ , Suman Bhowmick ₁ , Renato L. de Carvalho ₂ , Eufrânio N. da Silva Júnior ₃ , Shaeel Ahmed Al-Thabaiti ₄ , Mohamed Mokhtar ₄ , Debabrata Maiti ₅

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Alkynylation reactions are one of the most sought-after synthetic methodologies due to the versatility of C−C triple bond diversifications. Sonogashira coupling was widely used for the synthesis of alkynylated molecules; however, this methodology requires the use of previously halogenated substrates, which is a major drawback. To overcome this issue, a complimentary method, transition-metal-catalyzed C−H alkynylation, was emerged as an alternative tool in the recent years. Though the initial reports required the use of either specific directing groups or strong alkynylating agents for effective functionalization, recent studies indicate that transition-metal-catalyzed site selective alkynylations can be carried out using mild and readily available alkynylating agents under moderate reaction conditions. In this review, we explain the transition metal cataluyzed site selective alkynylation both C(sp²)−H and C(sp³)−H bonds by emphasizing to the reaction mechanism.

中文翻译：

过渡金属催化的 C-H 键选择性炔化

由于 C-C 三键多样化的多功能性，炔基化反应是最受欢迎的合成方法之一。Sonogashira 偶联被广泛用于合成炔基化分子；然而，这种方法需要使用先前卤化的底物，这是一个主要缺点。为了克服这个问题，近年来出现了一种互补方法，即过渡金属催化的 C−H 炔基化，作为一种替代工具。尽管最初的报道需要使用特定的导向基团或强炔化剂才能有效地官能化，但最近的研究表明，过渡金属催化的位点选择性炔基化可以在温和的反应条件下使用温和且容易获得的炔化剂进行。在这次审查中，C(sp ² )-H和C(sp ³ )-H键合通过强调反应机理。

更新日期：2021-11-23

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