Palladium-Catalyzed Regioselective C-H Bond ortho-Acetylation and Oxidative Homocoupling of N-Arylcarbamates

被引:3
|
作者
Dabiri, Minoo [1 ]
Osmani, Chiman [1 ]
Nikbakht, Roonak [1 ]
Movahed, Siyavash Kazemi [1 ]
机构
[1] Shahid Beheshti Univ, Fac Chem & Petr Sci, 1 Daneshjou Blvd, Tehran 1983969411, Tehran Province, Iran
来源
CHEMISTRYSELECT | 2019年 / 4卷 / 11期
基金
美国国家科学基金会;
关键词
Acyloxylation; C-H Activation; Homocoupling; N-arylcarbamate; Palladium; ORTHO-ACETOXYLATION; ALKOXYLATION; DERIVATIVES; ARENES; ACYLOXYLATION; ACTIVATION; ACYLATION; VERSATILE; ANILIDES; STRATEGY;
D O I
10.1002/slct.201803053
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient and straightforward protocol for the regioselective acyloxylation of N-arylarbamates via Pd-catalyzed C-H bond functionalization has been demonstrated. The aliphatic and benzoic acid derivatives were used as the acyloxyl source to convert aromatic sp(2) C-H bonds into C-O bonds. Additionally, the oxidative homocoupling of N-arylarbamates were evaluated and gave the corresponding homocoupled products in good yields.
引用
收藏
页码:3228 / 3232
页数:5
相关论文
共 50 条
  • [41] Palladium-Catalyzed Allylic C-H Bond Functionalization of Olefins
    Liu, Guosheng
    Wu, Yichen
    C-H ACTIVATION, 2010, 292 : 195 - 209
  • [42] Direct ortho-acetoxylation of anilides via palladium-catalyzed sp2 C-H bond oxidative activation
    Wang, Guan-Wu
    Yuan, Ting-Ting
    Wu, Xue-Liang
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (12): : 4717 - 4720
  • [43] Palladium-catalyzed regioselective C-H alkynylation of indoles with bromoalkynes in water
    Wu, Wanqing
    Fang, Songjia
    Jiang, Guangbin
    Li, Meng
    Jiang, Huanfeng
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (13) : 2200 - 2204
  • [44] Twofold C-H functionalization:: Palladium-catalyzed ortho arylation of anilides
    Brasche, Gordon
    Garcia-Fortanet, Jorge
    Buchwald, Stephen L.
    ORGANIC LETTERS, 2008, 10 (11) : 2207 - 2210
  • [45] Palladium-Catalyzed ortho-Acylation of Acetanilides with Aldehydes through Direct C-H Bond Activation
    Li, Chengliang
    Wang, Lei
    Li, Pinhua
    Zhou, Wei
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (37) : 10208 - 10212
  • [46] Ortho-Functionalization of 2-Phenoxypyrimidines via Palladium-Catalyzed C-H Bond Activation
    Gu, Shaojin
    Chen, Chao
    Chen, Wanzhi
    JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (18): : 7203 - 7206
  • [47] 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
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (14) : 4160 - 4164
  • [48] Palladium-Catalyzed Regioselective Dehydrogenative C-H/C-H Cross-Coupling of Pyrroles and Pyridine N-Oxides
    Liu, Shanshan
    Tzschucke, C. Christoph
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (21) : 3509 - 3513
  • [49] Palladium-Catalyzed Regioselective Aerobic Oxidative C-H/N-H Carbonylation of Heteroarenes under Base-Free Conditions
    Zhang, Hua
    Liu, Dong
    Chen, Caiyou
    Liu, Chao
    Lei, Aiwen
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (35) : 9581 - 9585
  • [50] Palladium-Catalyzed Regioselective C-H Oxidative Arylation of 7-Azaindazole N-Oxide at the C6-Position
    Nassiri, Sarah
    Bousmina, Mostapha
    Suzenet, Franck
    Guillaumet, Gerald
    El Kazzouli, Said
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2023,