有机化学 ›› 2017, Vol. 37 ›› Issue (10): 2498-2511.DOI: 10.6023/cjoc201705003 上一篇    下一篇

综述与进展

过硫酸盐促进的自由基反应进展

赵景峰, 段新华, 郭丽娜   

  1. 西安交通大学理学院化学系 西安 710049
  • 收稿日期:2017-05-02 修回日期:2017-06-22 出版日期:2017-10-25 发布日期:2017-07-04
  • 通讯作者: 郭丽娜 E-mail:guoln81@xjtu.edu.cn
  • 基金资助:

    陕西省自然科学基础研究计划(No.2016JZ002)资助项目.

Recent Advances in Persulfates-Promoted Radical Reaction

Zhao Jingfeng, Duan Xinhua, Guo Li'na   

  1. Department of Chemistry, School of Science, Xi'an Jiaotong University, Xi'an 710049
  • Received:2017-05-02 Revised:2017-06-22 Online:2017-10-25 Published:2017-07-04
  • Contact: 10.6023/cjoc201705003 E-mail:guoln81@xjtu.edu.cn
  • Supported by:

    Project supported by the Natural Science Basic Research Plan in Shaanxi Province (No.2016JZ002).

过硫酸盐作为廉价、环境友好、易操作的强氧化剂,在有机合成中具有广泛的应用.众所周知,过硫酸盐在加热、光照或过渡金属还原条件下可分解产生硫酸根自由基负离子(SO4).研究表明,该自由基负离子具有很强的单电子氧化性,可以氧化各种中性分子或负离子产生相应的自由基活性中间体.这些新生成的活性中间体可以进行一系列化学转化,从而生成结构多样的、有用的化合物.对近几年过硫酸盐促进的自由基反应进行了总结.分五部分:第一、二部分着重阐述过硫酸盐促进的自由基环化以及碳-氢键官能团化反应;第三部分介绍可见光辅助的过硫酸盐促进的有机反应;第四部分简述过硫酸盐促进的其他自由基反应.最后,对过硫酸盐促进的自由基反应进行了总结和展望.

关键词: 过硫酸盐, 硫酸根自由基负离子, 自由基, 环化反应, 碳-氢键官能团化

As cheap, environmentally friendly, easily handled strong oxidants, persulfates have been widely used in organic synthesis. It is well known that persulfates may decompose to sulfate radical anions (SO4) under heating, light irradiation or transition-metal reductive conditions. Studies indicate that the sulfate radical anion is a powerful single-electron oxidant, which can oxidize a variety of neutral molecules and anions to give the corresponding radicals. The new generated radicals can further undergo a series of chemical transformations to provide structurally diverse and useful compounds. Recent radical reactions promoted by persulfates are summarized. The full text contains five parts. In the first and second parts, recent advance in the radical cyclization reactions and functionalization of C-H bonds promoted by persulfates is discussed. The third part introduced the persulfates-mediated photocatalytic reactions. The fourth part emphasized persulfates-promoted other free radical reactions. Finally, some perspectives on the future development of this chemistry are given.

Key words: persulfates, sulfate radical anions, radical, cyclization, C—H functionalization