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
  • [1] Palladium-Catalyzed Regioselective C-H Bond ortho-Acetoxylation of Arylpyrimidines
    Zheng, Xiaojian
    Song, Bingrui
    Xu, Bin
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (23) : 4376 - 4380
  • [2] Mechanochemical palladium-catalyzed C(sp2)-H homocoupling of N-arylcarbamates: synthesis of 2,2-biaryldiamines
    Weng, Yiyi
    Lan, Tianwen
    Sun, Chen
    Yang, Ting
    Su, Weike
    Xie, Yuanyuan
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (13): : 2103 - 2107
  • [3] Palladium-Catalyzed Direct and Regioselective C-H Bond Functionalization/Oxidative Acetoxylation of Indoles
    Choy, Pui Ying
    Lau, Chak Po
    Kwong, Fuk Yee
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (01): : 80 - 84
  • [4] Direct ortho-Acylation of Azoxybenzenes with Aldehydes via Palladium-Catalyzed Regioselective C-H Bond Activation
    Yi, Meiling
    Cui, Xiuling
    Zhu, Chongwei
    Pi, Chao
    Zhu, Weimin
    Wu, Yangjie
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 4 (01) : 38 - 41
  • [5] Highly Regioselective Palladium-Catalyzed Oxidative Coupling of Indolizines and Vinylarenes via C-H Bond Cleavage
    Yang, Yuzhu
    Cheng, Kai
    Zhang, Yuhong
    ORGANIC LETTERS, 2009, 11 (24) : 5606 - 5609
  • [6] Palladium-catalyzed regioselective C-H bond arylations at the C3 position of ortho-substituted fluorobenzenes
    Hfaiedh, Anoir
    Ben Ammar, Hamed
    Soule, Jean-Francois
    Doucet, Henri
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (35) : 7447 - 7455
  • [7] Palladium-Catalyzed Regioselective C-H Bond Acetoxylation-Alkoxylation of Azoxybenzenes
    Sun, Meng
    Zhang, Liang
    Hua, Cheng-Wen
    Wang, Zhe
    Hou, Le-Kai
    Cai, Su-Xian
    Li, Shuang
    SYNLETT, 2015, 26 (20) : 2843 - 2848
  • [8] Palladium-catalyzed alkenation of thiophenes and furans by regioselective C-H bond functionalization
    Zhao, Jinlong
    Huang, Lehao
    Cheng, Kai
    Zhang, Yuhong
    TETRAHEDRON LETTERS, 2009, 50 (23) : 2758 - 2761
  • [9] Palladium-Catalyzed C-H Bond Ortho Acylation/Annulation with Toluene Derivatives
    Yang, Lingyun
    Han, Li
    Xu, Bin
    Zhao, Leilei
    Zhou, Jinpei
    Zhang, Huibin
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 5 (01) : 62 - 65
  • [10] Palladium-catalyzed ortho C-H bond alkylation of benzylamides with α-bromo ketones
    Song, Jiao
    Chen, Wenbo
    Zhao, Yunjie
    Li, Chenglong
    Liang, Guang
    Huang, Lehao
    RSC ADVANCES, 2016, 6 (60): : 54984 - 54992
12345