Recent advances in electrochemical C-N bond formation via C-H/N–H activation with hydrogen evolution

Subban Kathiravan , Ian A. Nicholls
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Abstract

Electroorganic synthesis is a powerful sustainable tool for achieving greener and more efficient chemical processes across various industries. By adhering to the principles of green chemistry, atom economy, and resource efficiency, electroorganic synthesis can play a pivotal role in addressing environmental concerns and promoting a more sustainable future for chemical production. This review focuses on the latest advancements in the emerging application of electrochemistry in C-N bond formation through C-H/N-H cross-coupling. The first part of the review describes the electrochemical amination of arenes using metal catalysis (Cu, Co, Ni) with directing groups on the arene moiety. The next section addresses the same type of electrochemical C-N bond formation on arenes without directing groups, which represents a more general strategy enabling the synthesis of anilines and various heterocyclic-bound arenes in high yields. Further developments on benzylic systems are also discussed. This is followed by developments in the combination of photocatalysis and electrochemistry to activate C-H bonds in arenes, alkanes, and benzylic systems, including the use of flow reactor configurations for these reactions.

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通过氢进化 C-H/N-H 激活电化学 C-N 键形成的最新进展
电有机合成是各行各业实现更环保、更高效化学工艺的强大可持续工具。通过坚持绿色化学、原子经济和资源效率的原则,电有机合成可以在解决环境问题和促进化学生产更可持续发展的未来方面发挥关键作用。本综述重点介绍电化学在通过 C-H/N-H 交叉偶联形成 C-N 键方面的新兴应用的最新进展。综述的第一部分介绍了利用金属催化(铜、钴、镍)和炔分子上的定向基团对炔进行电化学胺化的过程。下一部分介绍了在不带定向基团的情况下在炔类化合物上形成同类 C-N 键的电化学方法,这是一种更普遍的策略,可以高产率合成苯胺和各种杂环结合的炔类化合物。此外,还讨论了苄基系统的进一步发展。随后是光催化与电化学相结合激活烷、烷和苄系统中 C-H 键的发展,包括使用流动反应器配置进行这些反应。
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来源期刊
Current Research in Green and Sustainable Chemistry
Current Research in Green and Sustainable Chemistry Materials Science-Materials Chemistry
CiteScore
11.20
自引率
0.00%
发文量
116
审稿时长
78 days
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