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碳-碳单键裂解中的无金属催化:成就与展望。

Metal-Free Catalysis in C-C Single-Bond Cleavage: Achievements and Prospects.

作者信息

Deb Mohit L, Saikia B Shriya, Rahman Iftakur, Baruah Pranjal Kumar

机构信息

Department of Applied Sciences, GUIST, Gauhati University, Guwahati, Assam, 781014, India.

出版信息

Top Curr Chem (Cham). 2022 Aug 11;380(5):38. doi: 10.1007/s41061-022-00393-7.

DOI:10.1007/s41061-022-00393-7
PMID:35951267
Abstract

This review article emphasizes the C-C bond cleavage in organic synthesis via metal-free approach. Conventional organic synthesis mainly deals with the reactive π bonds and polar σ bonds. In contrast, the ubiquitous C-C single bonds are inherently stable and are less reactive, which poses a challenge to synthetic chemists. Although inert, such C-C single-bond cleavage reactions have gained attention amongst synthetic chemists, as they provide unique and more straightforward routes, with significantly fewer steps. Several review articles have been reported regarding the activation and cleavage of C-C bonds using different transition metals. However, given the high cost and toxicity of many of these metals, the development of strategies under metal-free conditions is of utmost importance. Though many research articles have been published in this area, no review article has been reported so far. Herein, we discuss the reactions in a more concise way from the year 2012 to today, with emphasis on important reactions. Mechanisms of all the reactions are also well addressed. We believe that this review will be beneficial for the readers who work in this field.

摘要

这篇综述文章重点介绍了通过无金属方法实现有机合成中的碳-碳键裂解。传统有机合成主要涉及活性π键和极性σ键。相比之下,普遍存在的碳-碳单键本质上是稳定的,反应活性较低,这给合成化学家带来了挑战。尽管这类碳-碳单键裂解反应具有惰性,但因其能提供独特且更直接的路线,步骤显著减少,已受到合成化学家的关注。已有几篇综述文章报道了使用不同过渡金属活化和裂解碳-碳键的情况。然而,鉴于许多此类金属成本高昂且具有毒性,开发无金属条件下的策略至关重要。尽管该领域已发表了许多研究文章,但迄今为止尚未有综述文章。在此,我们以更简洁的方式讨论了从2012年至今的反应,重点关注重要反应。所有反应的机理也得到了充分阐述。我们相信这篇综述将对该领域的研究人员有所帮助。

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本文引用的文献

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Palladium-catalyzed selective C-C bond cleavage and stereoselective alkenylation between cyclopropanol and 1,3-diyne: one-step synthesis of diverse conjugated enynes.钯催化环丙醇与1,3-二炔之间的选择性C-C键断裂及立体选择性烯基化反应:多样共轭烯炔的一步合成
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Synthesis of -Heteroarenemethyl Esters via C-C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions.在无过渡金属条件下通过酰基氰的C-C键裂解合成α-杂芳烃甲酯
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β-烯胺酮的C-C键断裂引发的级联反应:5-羟基-1-吡咯-2(5)-酮的一锅法合成
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