Recent advances in radical-based C-N bond formation via photo-/electrochemistry

Recent advances in radical-based C-N bond formation via photo-/electrochemistry
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通过光/电化学形成基于自由基的 C-N 键的最新进展

DOI:
10.1039/c7cs00572e
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发表时间:
2018
影响因子:
46.2
通讯作者:
Xia Wujiong
Xia Wujiong
中科院分区:
化学1区
文献类型:
--
作者:
Zhao Yating;Xia Wujiong

文献摘要

被引文献

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使用具有游离N-H键的氮源进行胺化被认为是最直接和最理想的,特别是当C-N键由N-H键和非功能化碳源(如C-H键和C-C双键/三键)制备时,因为这避免了在起始材料中预先安装反应基的需要,并导致高原子和步骤经济性。近年来,自由基化学由于其在有机合成中的巨大价值而得到了复苏,在利用光/电技术直接利用N-H键形成基于自由基的C-N键方面取得了显著进展。除了n自由基加成途径外,自由基介导的胺化反应还通过n原子亲核加成、C-/ n自由基交叉偶联和氢原子转移(HAT)过程进行。本文综述了这一领域的最新进展,重点介绍了相关的反应机制。
The employment of nitrogen sources with free N–H bonds for amination is considered to be most straightforward and desirable, especially when the C–N bonds are prepared from N–H bonds and non-functionalized carbon sources, such as C–H bonds and C–C double/triple bonds, since this obviates the needs for the pre-installation of reactive groups in the starting materials and leads to a high atom and step economy. Recently, radical chemistry has been resuscitated owing to its great value in organic synthesis, and notable advances have been made in the direct use of N–H bonds for radical-based C–N bond formation with photo-/electrotechniques. Apart from the well-studied N-radical species addition pathway, radical-mediated aminations also proceed through N-atom nucleophilic addition, C-/N-radical cross-coupling, and a hydrogen-atom transfer (HAT) process. This review highlights the recent advances in this area with emphasis on the related reaction mechanisms.