有机化学 ›› 2015, Vol. 35 ›› Issue (3): 539-555.DOI: 10.6023/cjoc201412050 上一篇    下一篇

综述与进展

氧化型导向基诱导的C—H键官能团化

胡志勇a, 童晓峰a, 刘桂霞b   

  1. a 华东理工大学 教育部结构可控先进功能材料及其制备重点实验室 上海 200237;
    b 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 上海 200032
  • 收稿日期:2014-12-30 修回日期:2015-02-13 发布日期:2015-02-14
  • 通讯作者: 童晓峰, 刘桂霞 E-mail:tongxf@ecust.edu.cn;guixia@sioc.ac.cn
  • 基金资助:

    国家自然科学基金(No. 21202184)资助项目.

C—H Functionalization Induced by the Oxidizing Directing Group

Hu Zhiyonga, Tong Xiaofenga, Liu Guixiab   

  1. a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237;
    b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032
  • Received:2014-12-30 Revised:2015-02-13 Published:2015-02-14
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21202184).

过渡金属催化的C—H键官能团化是直接构建C—C或C—X键的一个高效的方法, 但这类反应大多需要外加当量或过量的氧化剂来完成催化循环. 使用氧化型导向基, 也就是在导向基中引入某些特殊的基团充当内氧化剂, 可以避免外加氧化剂, 简化反应体系, 提高反应效率. 近年氧化型导向基结构日趋丰富, 参与的反应类型也呈现出多样化. 利用氧化型导向基策略可以在无外加氧化剂条件下合成各种杂环或官能团化产物.

关键词: C—H键官能团化, 氧化型导向基, 内氧化剂, 过渡金属

Transition-metal catalyzed C—H functionalization is a straightforward and efficient way to construct C—C and C—X bonds. However, these transformations usually require stioichiometric or excess amount of external oxidants to oxidize low valent metal and regenerate the active catalytic species. The use of the oxidizing directing group, which contains some special group acting as the internal oxidant, can avoid the troubles arousing from the external oxidants and make the reaction process more simple and efficient. Recently, increasing number of novel oxidizing directing groups have been designed and diverse kinds of reactions have been developed. This approach can be used to synthesize kinds of heterocyles or highly functionalized products under external oxidant free conditions.

Key words: C—H fucntionalization, oxidizing directing group, internal oxidant, transition metal