Acta Chim. Sinica ›› 2015, Vol. 73 ›› Issue (12): 1231-1234.DOI: 10.6023/A15050319 Previous Articles     Next Articles

Special Issue: 碳氢键官能团化

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基于导向策略的钯催化间位C(sp2)-H活化反应的研究进展

袁逸之, 宋颂, 焦宁   

  1. 北京大学天然药物及仿生药物国家重点实验室 北京 100191
  • 投稿日期:2015-05-10 发布日期:2015-06-29
  • 通讯作者: 焦宁 E-mail:jiaoning@bjmu.edu.cn
  • 基金资助:

    项目受国家重点基础研究发展计划(973计划,No.2015CB856600)、国家自然科学基金(Nos.21325206,21172006)、青年拔尖人才支持计划和国家教育部博士点基金(No.20120001110013)资助.

Recent Development in Pd-Catalyzed meta-C(sp2)-H Bond Activation Based on Directing Strategy

Yuan Yizhi, Song Song, Jiao Ning   

  1. School of Pharmaceutical Sciences, State Key Laboratory of Natural and Biomimetic Drugs, Peking University, Beijing 100191
  • Received:2015-05-10 Published:2015-06-29
  • Supported by:

    Project supported by the National Basic Research Program of China(973 Program, No. 2015CB856600), the National Natural Science Foundation of China(Nos. 21325206, 21172006), the National Young Top-notch Talent Support Program and the Programs Foundation of the Ministry of Education of China(No. 20120001110013).

In recent years, remarkable progress has been achieved in Pd-catalyzed meta-C(sp2)-H bond activation with directing groups. Based on remote activation strategy, a series of U-shaped directing groups have been devised by Yu and others and have been utilized in the olefination, arylation and acetoxylation of different types of substrates with the assistance of mono-protected amino acids(MPAA). Very recently, Yu reported the Pd-catalyzed meta-C(sp2)-H bond activation via the tandem reaction of ortho-C(sp2)-H bond activation and Catellani reaction using simple directing groups, in which alkylation and arylation could all be realized under the Pd/norbornene catalytic system. Dong and co-workers developed arylation of the meta-C(sp2)-H bond of N,N-dimethylbenzylamine with similar strategy. It is noteworthy that these above mentioned meta-C(sp2)-H bond activation protocols could be applied in the late-stage modification and the synthesis of some biologically active molecules and pharmaceutical intermediates. This manuscript will highlight the latest advances in Pd-catalyzed meta-C(sp2)-H bond activation with directing groups.

Key words: palladium, meta-C-H bond activation, remote direction, Catellani reaction, norbornene