Manganese-Catalyzed C-H Amidation of Heteroarenes in Water

被引：21
|
作者：
Kong, Xianqiang [1 ]
Lin, Long [1 ]
Xu, Bo [1 ]
机构：
[1] Donghua Univ, Coll Chem Chem Engn & Biotechnol, 2999 North Renmin Lu, Shanghai 201620, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2018年 / 360卷 / 15期
基金：
美国国家科学基金会;
关键词：
C-H activations; manganese; directing group; amidation; TRACELESS DIRECTING GROUP; N; N-DIALKYL BENZAMIDES; ACTIVATION; FUNCTIONALIZATION; ARYLATION; IRIDIUM; HYDROARYLATION; ALKENES; ESTERS; SELECTIVITY;
D O I：
10.1002/adsc.201800544
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
We have developed an efficient manganese-catalyzed amidation of various heteroarenes via C-H bond activation using readily available sulfonyl azides. The key step is heteroarene directed electrophilic aromatic metalation using MnBr(CO)(5) as catalyst. This method offers excellent chemical yields and regioselectivity with good functional group tolerance. This base metal catalyzed reaction proceeds efficiently using water as the only solvent and nitrogen is the only byproduct.
引用
收藏
页码：2801 / 2805
页数：5
相关论文
共 50 条
  • [1] Manganese-catalyzed intermolecular C-H/C-H coupling of carbonyls and heteroarenes
    Hattori, Keika
    Ziadi, Asraa
    Itami, Kenichiro
    Yamaguchi, Junichiro
    CHEMICAL COMMUNICATIONS, 2014, 50 (31) : 4105 - 4107
  • [2] Manganese-Catalyzed C-H Activation
    Liu, Weiping
    Ackermann, Lutz
    ACS CATALYSIS, 2016, 6 (06): : 3743 - 3752
  • [3] Manganese-Catalyzed C-H Olefination Reactions
    Hu, Yuanyuan
    Wang, Congyang
    CHEMCATCHEM, 2019, 11 (04) : 1167 - 1174
  • [4] Manganese(I)- Catalyzed C-H Aminocarbonylation of Heteroarenes
    Liu, Weiping
    Bang, Jonas
    Zhang, Yujiao
    Ackermann, Lutz
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (47) : 14137 - 14140
  • [5] Manganese-catalyzed insertion of aldehydes into a C-H bond
    Kuninobu, Yoichiro
    Nishina, Yuta
    Takeuchi, Takahiro
    Takai, Kazuhiko
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (34) : 6518 - 6520
  • [6] Manganese-Catalyzed Enantioselective Benzylic C-H Azidation
    Yilitabaier, Julaiti
    Xie Jin
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (11) : 3901 - 3902
  • [7] Manganese-Catalyzed Aromatic C-H Allylation of Ketones
    Ali, Shaukat
    Huo, Jiaqi
    Wang, Congyang
    ORGANIC LETTERS, 2019, 21 (17) : 6961 - 6965
  • [8] Recent Advances and Prospects in Manganese-Catalyzed C-H Activation
    Anusree, Gopan
    Devi, P. S.
    Anilkumar, Gopinathan
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (19) : 3963 - 3999
  • [9] Recent advances and perspectives in manganese-catalyzed C-H activation
    Aneeja, Thaipparambil
    Neetha, Mohan
    Afsina, C. M. A.
    Anilkumar, Gopinathan
    CATALYSIS SCIENCE & TECHNOLOGY, 2021, 11 (02) : 444 - 458
  • [10] Sustainable Manganese-Catalyzed C-H Activation/Hydroarylation of Imines
    Liang, Yu-Feng
    Massignan, Leonardo
    Ackermann, Lutz
    CHEMCATCHEM, 2018, 10 (13) : 2768 - 2772
12345