有机化学 ›› 2017, Vol. 37 ›› Issue (9): 2287-2302.DOI: 10.6023/cjoc201703036 上一篇    下一篇

综述与进展

官能团导向的C-H键与有机金属试剂构建C-C键的偶联反应

李桦a, 任相伟a, 赵温涛a, 唐向阳a, 王光伟a,b   

  1. a 天津大学理学院化学系 天津 300350;
    b 天津市分子光电科学重点实验室 天津 300072
  • 收稿日期:2017-03-27 修回日期:2017-05-03 出版日期:2017-09-25 发布日期:2017-05-17
  • 通讯作者: 王光伟, 赵温涛 E-mail:wanggw@tju.edu.cn;wentao_zhao@tju.edu.cn
  • 基金资助:

    国家重点基础研究发展计划(No.2015CB856500)和天津市自然科学基金(No.16JCYBJC20100)资助项目.

Cross-Coupling of Directed C-H and Organometallic Reagents for C-C Bond Formation

Li Huaa, Ren Xiangweia, Zhao Wentaoa, Tang Xiangyanga, Wang Guangweia,b   

  1. a Department of Chemistry, School of Science, Tianjin University, Tianjin 300350;
    b Tianjin Key Laboratory of Molecular Optoelectronic Science, Tianjin 300072
  • Received:2017-03-27 Revised:2017-05-03 Online:2017-09-25 Published:2017-05-17
  • Contact: 10.6023/cjoc201703036 E-mail:wanggw@tju.edu.cn;wentao_zhao@tju.edu.cn
  • Supported by:

    Project supported by the National Basic Research Program of China (No. 2015CB856500) and the Natural Science Foundation of Tianjin City (No. 16JCYBJC20100).

过渡金属催化的碳氢键活化是有机化学领域的研究热点之一,碳氢键直接参与的偶联反应为碳碳键的构建提供了的一种高效便捷途径.过渡金属活化碳氢键产生的碳-金属中间体与有机亲电试剂的偶联反应已有广泛报道和综述,相应的中间体与有机金属试剂的氧化偶联反应在近年来不断有新的研究成果出现.该综述以C-H及C-M中的碳原子的杂化类型作为分类标准,对近十年来不同类型的碳氢键与有机金属试剂的偶联反应进行总结和讨论,并对今后的发展方向进行展望.

关键词: C-H键活化, 过渡金属催化, 导向基团, 有机金属试剂, 碳碳键的形成

Transition metal-catalyzed C-H activation is one of the most important areas in organic synthesis. Directed C-H activation can obviate the prefunctionalization of substrate, therefore providing a highly efficient and concise strategy for C-C formation. The cross-coupling of transition metal-activated C-H bond with organic electrophilic reagents has been proven effective for construction of various C-C bonds. Meanwhile, the oxidative coupling between the corresponding intermediates with organometallic reagents has become the focus for chemists due to their high reactivity, and notable achievements have been made in recent years. Here the oxidative couplings of C-H bond and organometallic reagents have been discussed and summarized according to the hybridization of substrate and organometallic reagents.

Key words: C-H activation, transition metal catalysis, directing group, organometallic reagents, C-C bond formation