Institute of Transformative Bio-Molecules (WPI-ITbM) and Graduate School of Science, and ‡JST-ERATO, Itami Molecular Nanocarbon Project, Nagoya University , Chikusa, Nagoya 464-8602, Japan.
Chem Rev. 2017 Jul 12;117(13):9302-9332. doi: 10.1021/acs.chemrev.7b00021. Epub 2017 Apr 26.
Azines, which are six-membered aromatic compounds containing one or more nitrogen atoms, serve as ubiquitous structural cores of aromatic species with important applications in biological and materials sciences. Among a variety of synthetic approaches toward azines, C-H functionalization represents the most rapid and atom-economical transformation, and it is advantageous for the late-stage functionalization of azine-containing functional molecules. Since azines have several C-H bonds with different reactivities, the development of new reactions that allow for the functionalization of azines in a regioselective fashion has comprised a central issue. This review describes recent advances in the C-H functionalization of azines categorized as follows: (1) SAr reactions, (2) radical reactions, (3) deprotonation/functionalization, and (4) metal-catalyzed reactions.
嗪类是一种六元芳香族化合物，含有一个或多个氮原子，作为含氮芳香族化合物的普遍结构核心，在生物和材料科学领域具有重要的应用。在各种合成嗪类的方法中，C-H 功能化是最快速和原子经济的转化，有利于嗪类含功能分子的后期功能化。由于嗪类具有几个具有不同反应活性的 C-H 键，因此开发允许以区域选择性方式对嗪类进行功能化的新反应一直是一个核心问题。本综述按以下分类描述了嗪类的 C-H 功能化的最新进展：（1）SAr 反应，（2）自由基反应，（3）去质子化/功能化，和（4）金属催化反应。
