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分子氧对含碳-氢键的需氧氧化研究进展:聚焦杂环化合物

Recent Advances in Aerobic Oxidative of C-H Bond by Molecular Oxygen Focus on Heterocycles.

作者信息

Zhang Lei-Yang, Wang Nai-Xing, Lucan Dumitra, Cheung William, Xing Yalan

机构信息

Technical Institute of Physics and Chemistry &, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Beijing, 100190, China.

Technical Sciences Academy of Romania ASTR, Dacia Avenue no.26, Bucharest, Romania.

出版信息

Chemistry. 2023 Sep 12;29(51):e202301700. doi: 10.1002/chem.202301700. Epub 2023 Aug 8.

DOI:10.1002/chem.202301700
PMID:37390122
Abstract

Aerobic oxidative cross-coupling represents one of the most straightforward and atom-economic methods for construction of C-C and C-X (X=N, O, S, or P) bonds using air as a sustainable external oxidant. The oxidative coupling of C-H bonds in heterocyclic compounds can effectively increase their molecular complexity by introducing new functional groups through C-H bond activation, or by formation of new heterocyclic structures through cascade construction of two or more sequential chemical bonds. This is very useful as it can increase the potential applications of these structures in natural products, pharmaceuticals, agricultural chemicals, and functional materials. This is a representative overview of recent progress since 2010 on green oxidative coupling reactions of C-H bond using O or air as internal oxidant focus on Heterocycles. It aims to provide a platform for expanding the scope and utility of air as green oxidant, together with a brief discussion on research into the mechanisms behind it.

摘要

需氧氧化交叉偶联是使用空气作为可持续外部氧化剂构建碳-碳和碳-杂原子(X = N、O、S或P)键最直接且原子经济的方法之一。杂环化合物中碳氢键的氧化偶联可以通过碳氢键活化引入新的官能团,或者通过两个或多个连续化学键的级联构建形成新的杂环结构,从而有效地增加其分子复杂性。这非常有用,因为它可以增加这些结构在天然产物、药物、农用化学品和功能材料中的潜在应用。这是自2010年以来以杂环为重点,使用氧气或空气作为内部氧化剂进行碳氢键绿色氧化偶联反应的最新进展的代表性综述。其目的是提供一个扩大空气作为绿色氧化剂的范围和实用性的平台,并简要讨论其背后的机理研究。

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