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二氧化碳与腙及其衍生物反应的研究进展

Research Progress on the Reaction of Carbon Dioxide with Hydrazones and Their Derivatives.

作者信息

Sun Hong-Xia, Gong Shao-Xuan, Zhang Hong-Yang, Liu Yu-Ting, Shi Li-Ling, Zhu Yong-Jie, Xie Xiu-Mei, Li Jun-Jie, Wen Jing, Guan Yong-Chang, Zhang Zhen, Zhang Miao, Zhang Yun-Feng

机构信息

Natural Products Chem-Bio Innovation Center, College of Food and Biological Engineering, Chengdu University, Chengdu 610106, China.

Department of Applied Biology and Chemical Technology, Research Institute for Smart Energy, The Hong Kong Polytechnic University, Hung Hom, Hong Kong 999077, China.

出版信息

Molecules. 2025 Apr 29;30(9):1987. doi: 10.3390/molecules30091987.

DOI:10.3390/molecules30091987
PMID:40363792
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12073593/
Abstract

CO, an abundant and renewable C1 source, presents significant potential for applications in organic synthesis. Hydrazones, recognized for their distinctive properties, exhibit high versatility in synthetic chemistry, facilitating numerous chemical transformations. Given their crucial roles in organic synthesis, the combination of CO with hydrazones has garnered increasing research interest. This review provides a comprehensive summary of recent progress in reactions involving CO and hydrazones or their derivatives. These include the coupling of amines and N-tosylhydrazones with CO, the umpolung-mediated carboxylation of hydrazones/N-tosylhydrazones with CO, the cyclization of hydrazones with CO, and lactamization reactions incorporating N-tosylhydrazones and CO. These transformations utilize the diverse reactivity of hydrazones and their derivatives to capture and convert CO, generating valuable organic compounds with both academic and practical relevance. Additionally, the review examines the mechanisms underlying these reactions, offering critical insights for advancing research in this area.

摘要

一氧化碳作为一种丰富且可再生的 C1 源,在有机合成应用中具有巨大潜力。腙因其独特性质而闻名,在合成化学中表现出高度的多功能性,能促进众多化学转化。鉴于它们在有机合成中的关键作用,一氧化碳与腙的结合已引起越来越多的研究兴趣。本综述全面总结了涉及一氧化碳与腙或其衍生物反应的近期进展。这些反应包括胺与 N - 甲苯磺酰腙与一氧化碳的偶联、一氧化碳介导的腙/N - 甲苯磺酰腙的极性反转羧化反应、腙与一氧化碳的环化反应以及包含 N - 甲苯磺酰腙和一氧化碳的内酰胺化反应。这些转化利用了腙及其衍生物的多种反应活性来捕获和转化一氧化碳,生成具有学术和实际意义的有价值有机化合物。此外,该综述还研究了这些反应的潜在机制,为推动该领域的研究提供了关键见解。

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本文引用的文献

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The Carbene Chemistry of -Sulfonyl Hydrazones: The Past, Present, and Future.-磺酰腙的卡宾化学:过去、现在与未来
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C(sp)-H Carbonylative Cyclization of Hydrazones with CO: Synthesis of Pyrazolone Derivatives.
腙与CO的C(sp)-H羰基化环化反应:吡唑啉酮衍生物的合成
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Recent Progress on Multi-Component Reactions Involving Nucleophile, Arynes and CO.涉及亲核试剂、芳炔和一氧化碳的多组分反应的最新进展
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Transition-Metal-Catalyzed Cross-Coupling with Ketones or Aldehydes via -Tosylhydrazones.过渡金属催化的酮或醛与 - 对甲苯磺酰腙的交叉偶联反应。
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