有机化学 ›› 2013, Vol. 33 ›› Issue (07): 1407-1422.DOI: 10.6023/cjoc201212033 上一篇    下一篇

综述与进展

过渡金属催化的C—CN键断裂的研究进展

寇学振a, 范佳骏c, 童晓峰a, 沈增明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精细化工研究所 上海 200237;
    b 上海交通大学化学化工学院 上海 200240;
    c 上海交通大学药学院 上海 200240
  • 收稿日期:2012-12-21 修回日期:2013-02-01 发布日期:2013-02-05
  • 通讯作者: 沈增明 E-mail:shenzengming@sjtu.edu.cn
  • 基金资助:

    国家自然科学基金(Nos. 20272001, 20902058)和上海市教委创新重点(No. 13ZZ014)资助项目.

Recent Progress in the Research of Transition-Metal-Catalyzed C—CN Bond Cleavage

Kou Xuezhena, Fan Jiajunc, Tong Xiaofenga, Shen Zengmingb   

  1. a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237;
    b School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240;
    c School of Pharmacy, Shanghai Jiao Tong University, Shanghai 200240
  • Received:2012-12-21 Revised:2013-02-01 Published:2013-02-05
  • Supported by:

    Project supported by the National Natural Sciences Foundation of China (Nos. 20272001, 20902058) and the Shanghai Education Committee (No. 13ZZ014).

有机氰化物是一种重要的合成中间体, 在药物、农药、染料和活性物质中都有应用. 使用廉价、简单、低毒的氰基化合物在过渡金属的催化下通过C—CN键断裂生成复杂的氰化物是合成有机氰化物的重要手段之一. 综述了不同过渡金属(如Ni, Pd, Rh, Cu, Ru, Fe, Mo, Co等)催化不同种类的氰基化合物C—CN键断裂的最新研究进展, 如含C(sp1)—CN键化合物、C(sp2)—CN键化合物以及C(sp3)—CN键化合物, 并对有关的反应机理及C—CN键断裂机理的进展进行了探讨.

关键词: 过渡金属, C—CN键断裂, 机理

Nitriles are an important class of organic compounds which can be found in pharmaceuticals, agrochemicals, dyes, and bioactive compounds. Transition-metal-catalyzed C—CN bond cleavage using inexpensive, simple and less toxic nitriles is one of the most attractive modern methods for the synthesis of complicated organic cyanides. Research progress of transition-metal-catalyzed (Ni, Pd, Rh, Cu, Ru, Fe, Mo, Co) different types of C—CN bond cleavage is reviewed, which includes some organic cyanides containing C(sp1)—CN bond, C(sp2)—CN bond and C(sp3)—CN bond. The C—CN cleavage mechanisms are also discussed in this review.

Key words: transition metal, C—CN bond cleavage, mechanism