有机化学 ›› 2017, Vol. 37 ›› Issue (10): 2669-2677.DOI: 10.6023/cjoc201704040 上一篇    下一篇

研究论文

钯催化苄基的C(sp3)—H键活化合成芳酸苄酯

端木丹丹a, 梁柏健a, 蒋其柏b, 燕红a   

  1. a 南京大学化学化工学院 配位化学重点实验室 南京 210093;
    b 江苏扬农化工股份有限公司 扬州 225009
  • 收稿日期:2017-04-24 修回日期:2017-06-22 出版日期:2017-10-25 发布日期:2017-07-04
  • 通讯作者: 蒋其柏, 燕红 E-mail:jiangqibai@163.com;hyan1965@nju.edu.cn
  • 基金资助:

    国家重点基础研究(No.2013CB922101)及国家自然科学基金(Nos.21271102,21472086)资助项目.

Pd(Ⅱ)-Catalyzed Synthesis of Benzyl Benzoates via Benzyl C(sp3)-H Activation

Duanmu Dandana, Leong Pak-kina, Jiang Qibaib, Yan Honga   

  1. a State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093;
    b Jiangsu Yangnong Chemical Co., Ltd., Yangzhou 225009
  • Received:2017-04-24 Revised:2017-06-22 Online:2017-10-25 Published:2017-07-04
  • Contact: 10.6023/cjoc201704040 E-mail:jiangqibai@163.com;hyan1965@nju.edu.cn
  • Supported by:

    Project supported by the National Basic Research Program of China (No.2013CB922101) and the National Natural Science Foundation of China (Nos.21271102,21472086).

主要介绍了一种新的Pd(Ⅱ)催化苄基C(sp3)-H键直接功能化合成反应,制备了一系列芳酸苄基酯类产物.这类反应具有较高的官能团容忍性、较为宽泛的底物范围及相对较为温和的反应条件,同时底物中存在多个C(sp3)-H键位点时能选择性构建目标产物,通过初步的控制实验提出了Pd(Ⅱ)/Pd(IV)的氧化偶联反应机理.

关键词: 钯(Ⅱ)催化, C—H活化, 芳酸苄酯, 过氧酯

An efficient Pd(Ⅱ)-catalyzed synthesis of benzyl benzoates via direct functionalization of benzyl C(sp3)-H bonds was developed. The method features a broad substrate scope. This method features high tolerance of functional groups, mild reaction condition, and high chemoselective when there are multiple active C(sp3)-H bonds. A plausible oxidative coupling mechanism was proposed on the basis of mechanistic studies.

Key words: Pd(Ⅱ)-catalysis, C—H activation, benzyl benzoates, perester