Palladium-Catalyzed Oxidative sp2 C-H Bond Acylation with Aldehydes

被引：180
|
作者：
Basle, Olivier [1 ]
Bidange, Johan [1 ]
Shuai, Qi [1 ]
Li, Chao-Jun [1 ]
机构：
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2010年 / 352卷 / 07期
基金：
加拿大自然科学与工程研究理事会; 加拿大创新基金会;
关键词：
acylation; aliphatic aldehydes; C-H functionalization; oxidative cross-coupling; palladium catalysis; GLYCINE DERIVATIVES; DIRECT ARYLATION; FUNCTIONALIZATION; ALKYLATION; DECARBONYLATION; ACTIVATIONS; CHLORIDES; KETONES; OXYGEN;
D O I：
10.1002/adsc.200900874
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
An efficient method was developed for the direct acylation of arene sp(2) C-H bonds with aldehydes using palladium acetate as catalyst and peroxide as oxidant. The solvent-free oxidative acylation reaction assisted by a pyridine directing group provides an easy access to aromatic, aliphatic, and optical active ketones.
引用
收藏
页码：1145 / 1149
页数：5
相关论文
共 50 条
  • [1] Palladium-Catalyzed Oxidative sp2 C-H Bond Acylation with Alcohols
    Xiao, Fuhong
    Qi Shuai
    Zhao, Feng
    Basle, Olivier
    Deng, Guojun
    Li, Chao-Jun
    [J]. ORGANIC LETTERS, 2011, 13 (07) : 1614 - 1617
  • [2] Palladium-Catalyzed Acylation of sp2 C-H bond: Direct Access to Ketones from Aldehydes
    Jia, Xiaofei
    Zhang, Shouhui
    Wang, Wenhui
    Luo, Fang
    Cheng, Jiang
    [J]. ORGANIC LETTERS, 2009, 11 (14) : 3120 - 3123
  • [3] Palladium-Catalyzed Oxidative C-H Bond Acylation of Acetanilides with Benzylic Alcohols
    Yuan, Yu
    Chen, Duanteng
    Wang, Xiaowei
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (18) : 3373 - 3379
  • [4] Palladium-Catalyzed Cascade Oxidation/sp2 C-H Acylation of Azoarenes with Aryl Methanes
    Xiong, Feng
    Qian, Cheng
    Lin, Dongen
    Zeng, Wei
    Lu, Xiaoxia
    [J]. ORGANIC LETTERS, 2013, 15 (21) : 5444 - 5447
  • [5] Decarboxylative acylation of arenes with mandelic acid derivatives via palladium-catalyzed oxidative sp2 C-H activation
    Liu, Xia
    Yi, Ze
    Wang, Jianhui
    Liu, Guiyan
    [J]. RSC ADVANCES, 2015, 5 (14): : 10641 - 10646
  • [6] Rhodium-Catalyzed Oxidative ortho-Acylation of Benzamides with Aldehydes: Direct Functionalization of the sp2 C-H Bond
    Park, Jihye
    Park, Eonjeong
    Kim, Aejin
    Lee, Youngil
    Chi, Ki-Whan
    Kwak, Jong Hwan
    Jung, Young Hoon
    Kim, In Su
    [J]. ORGANIC LETTERS, 2011, 13 (16) : 4390 - 4393
  • [7] Direct ortho-acetoxylation of anilides via palladium-catalyzed sp2 C-H bond oxidative activation
    Wang, Guan-Wu
    Yuan, Ting-Ting
    Wu, Xue-Liang
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (12): : 4717 - 4720
  • [8] Palladium-Catalyzed sp2 C-H Arylation of Azoarenes with Arylhydrazines
    Li, Mingyang
    Ye, Yong
    [J]. CHEMCATCHEM, 2015, 7 (24) : 4137 - 4142
  • [9] Palladium-catalyzed regio-selective oxidative C-H bond acylation of azoxybenzenes with alcohols
    Hou, Lekai
    Chen, Xiangxiang
    Li, Shuang
    Cai, Suxian
    Zhao, Yanxia
    Sun, Meng
    Yang, Xiao-Juan
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (14) : 4160 - 4164
  • [10] Palladium-Catalyzed ortho-Acylation of Acetanilides with Aldehydes through Direct C-H Bond Activation
    Li, Chengliang
    Wang, Lei
    Li, Pinhua
    Zhou, Wei
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (37) : 10208 - 10212
12345