有机化学 ›› 2013, Vol. 33 ›› Issue (11): 2291-2297.DOI: 10.6023/cjoc201306023 上一篇    下一篇

综述与进展

脱卤反应研究进展

薛福玲a, 熊金锋a, 莫广珍a, 彭湃a, 陈任宏b, 汪朝阳a   

  1. a 华南师范大学化学与环境学院 教育部环境理论化学重点实验室 广州 510006;
    b 广东食品药品职业学院 广州 510520
  • 收稿日期:2013-06-16 修回日期:2013-07-08 出版日期:2013-11-25 发布日期:2013-07-11
  • 通讯作者: 汪朝阳 E-mail:wangzy@scnu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 20772035)、广东省高等学校人才引进专项资金(No. 粤财教[2011]431号)、广东省自然科学基金(No. S2011010001556)资助项目.

Research Progress on Dehalogenation Reaction

Xue Fulinga, Xiong Jinfenga, Mo Guangzhena, Peng Paia, Chen Renhongb, Wang Zhaoyanga   

  1. a Key Laboratory of Theoretical Chemistry of Environment, Ministry of Education, School of Chemistry and Environment, South China Normal University, Guangzhou 510006;
    b Guangdong Food and Drug Vocational College, Guangzhou 510520
  • Received:2013-06-16 Revised:2013-07-08 Online:2013-11-25 Published:2013-07-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20772035), the 3rd Talents Special Funds of Guangdong Higher Education (No. Guangdong-Finance-Education [2011]431) and the Natural Science Foundation of Guangdong Province (Nos. 5300082, S2011010001556).

脱卤反应在环境保护、生物化学和有机合成等方面的重要应用,尤其是通过脱卤反应来实现C—H键的形成在有机合成中越来越受到化学家们的重视. 根据反应底物的不同,综述了Csp3-X型、Csp2-X型底物近年来脱卤反应的研究情况,特别是芳基卤(含卤代芳杂环)、卤代烯酮、卤代内酯等不同结构的Csp2-X型底物脱卤形成C—H键反应的新进展,指出提高脱卤反应的选择性与实用性是其有机合成中进一步广泛应用的关键. 同时,通过光化学反应脱卤的绿色化学新方法,也值得关注.

关键词: 脱卤反应, 钯催化, 还原反应, 氢源, 光化学反应

Dehalogenation reaction has important applications in many fields, such as environmental protection, biochemistry and organic synthesis. Especially, more and more attention has been paid to the formation of C—H bond via the dehalogenation reaction in organic synthesis. Based on different reaction substrates, the recent research progresses on the dehalogenation reaction of Csp3-X and Csp2-X substrates, especially the aryl halides (including halogenated aromatic heterocycles), halogen ketones, halogenated lactones, are reviewed. It is pointed that to improve the selectivity and practicality of dehalogenation reactions is the key for their further extensive uses in organic synthesis. At the same time, the dehalogenation via photochemical reaction as a novel green chemistry route is also worthy of further study in the future.

Key words: dehalogenation reaction, palladium-catalyzed, reduction reaction, hydrogen source, photochemical reaction