Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (6): 1322-1337.DOI: 10.6023/cjoc201702051 Previous Articles     Next Articles

Reviews

钯催化卤代烷烃参与的自由基型转化反应

周文俊a,b, 张逸寒b, 曹光梅b, 刘惠东b, 余达刚b   

  1. a. 内江师范学院化学化工学院 内江 641112;
    b. 四川大学化学学院 绿色化学与技术教育部重点实验室 成都 610064
  • 收稿日期:2017-02-28 修回日期:2017-05-05 发布日期:2017-05-17
  • 通讯作者: 周文俊,余达刚 E-mail:chemzhwj@126.com;dgyu@scu.edu.cn
  • 基金资助:

    国家重点基础研究发展计划(973计划,No.2015CB856600)资助项目.

Palladium-Catalyzed Radical-Type Transformations of Alkyl Halides

Zhou Wen-Juna,b, Zhang Yihanb, Cao Guangmeib, Liu Huidongb, Yu Da-Gangb   

  1. a. College of Chemistry and Chemical Engineering, Neijiang Normal University, Neijiang 641112;
    b. Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064
  • Received:2017-02-28 Revised:2017-05-05 Published:2017-05-17
  • Contact: 10.6023/cjoc201702051 E-mail:chemzhwj@126.com;dgyu@scu.edu.cn
  • Supported by:

    Project supported by the National Program on Key Basic Research Project of China (973 Program, No. 2015CB856600).

Palladium-catalyzed cross-coupling reactions have been developed for decades as useful methods in organic synthesis. Compared to aryl and alkenyl halides, alkyl halides are more challenging to be applied in cross-coupling reactions. This mainly arises from the difficulty in oxidative addition of alkyl halides to palladium catalyst, sluggish reductive elimination and competitive side reactions, such as β-H elimination and protonation, of the resulting alkylpalladium intermediates. These challenges have partly been overcome with the significant development of novel palladium catalysis involving single election transfer. A variety of cross couplings of alkyl halides have been developed. In this review the recent palladium-catalyzed radical alkylation using alkyl halides with the order of different types of coupling partners is summarized.

Key words: palladium catalysis, alkyl halide, free radical