钯催化苄基的C(sp3)—H键活化合成芳酸苄酯

doi:10.6023/cjoc201704040

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

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 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 Dandan^a, Leong Pak-kin^a, Jiang Qibai^b, Yan Hong^a

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 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).

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摘要/Abstract

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

引用此文

端木丹丹, 梁柏健, 蒋其柏, 燕红. 钯催化苄基的C(sp³)—H键活化合成芳酸苄酯[J]. 有机化学, 2017, 37(10): 2669-2677.

Duanmu Dandan, Leong Pak-kin, Jiang Qibai, Yan Hong. Pd(Ⅱ)-Catalyzed Synthesis of Benzyl Benzoates via Benzyl C(sp³)-H Activation[J]. Chin. J. Org. Chem., 2017, 37(10): 2669-2677.

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钯催化苄基的C(sp³)—H键活化合成芳酸苄酯

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

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