Cobalt-catalyzed alkylation of methyl-substituted N-heteroarenes with primary alcohols: direct access to functionalized N-heteroaromatics

被引:26
|
作者
Mishra, Anju [1 ]
Dwivedi, Ambikesh D. [1 ]
Shee, Sujan [1 ]
Kundu, Sabuj [1 ]
机构
[1] Indian Inst Technol Kanpur, Dept Chem, Kanpur 208016, Uttar Pradesh, India
关键词
SECONDARY ALCOHOLS; HYDROGENATION; STRATEGY; METALS; IRON; CHEMISTRY; EARTH; FE; CO;
D O I
10.1039/c9cc08448g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Phosphine free, air and moisture stable Co(NNN) complex catalyzed alkylation of various methyl-substituted N-heteroarenes with alcohols is reported. Following the borrowing hydrogen methodology, a variety of methyl-substituted N-heteroarenes can be functionalized efficiently. To understand the mechanism of this reaction various kinetic and control experiments were carried out.
引用
收藏
页码:249 / 252
页数:4
相关论文
共 29 条
  • [1] Manganese catalyzed C-alkylation of methyl N-heteroarenes with primary alcohols
    Jana, Akash
    Kumar, Amol
    Maji, Biplab
    [J]. CHEMICAL COMMUNICATIONS, 2021, 57 (24) : 3026 - 3029
  • [2] Manganese-Catalyzed Direct Olefination of Methyl-Substituted Heteroarenes with Primary Alcohols
    Barman, Milan K.
    Waiba, Satyadeep
    Maji, Biplab
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (29) : 9126 - 9130
  • [3] Iron-Catalyzed Coupling of Methyl N-Heteroarenes with Primary Alcohols: Direct Access to E-Selective Olefins
    Das, Jagadish
    Vellakkaran, Mari
    Sk, Motahar
    Banerjee, Debasis
    [J]. ORGANIC LETTERS, 2019, 21 (18) : 7514 - 7518
  • [4] Manganese-Catalyzed Dehydrogenative Alkylation or -Olefination of Alkyl-Substituted N-Heteroarenes with Alcohols
    Zhang, Guoying
    Irrgang, Torsten
    Dietel, Thomas
    Kallmeier, Fabian
    Kempe, Rhett
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (29) : 9131 - 9135
  • [5] Cobalt-Catalyzed Regioselective 1,2-Hydroboration of N-Heteroarenes
    Meher, Naresh Kumar
    Verma, Piyush Kumar
    Geetharani, K.
    [J]. ORGANIC LETTERS, 2023, 25 (01) : 87 - 92
  • [6] Cobalt-Catalyzed N-Alkylation of Amines with Alcohols
    Zhang, Guoqi
    Yin, Zhiwei
    Zheng, Shengping
    [J]. ORGANIC LETTERS, 2016, 18 (02) : 300 - 303
  • [7] Electrochemical Cobalt-Catalyzed C-H Hydroxyalkylation of N-Heteroarenes with Trifluoromethyl Ketones
    Wang Huiqiao
    Xu Kun
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (02) : 789 - 790
  • [8] Nickel-catalysed direct α-olefination of alkyl substituted N-heteroarenes with alcohols
    Das, Jagadish
    Vellakkaran, Mari
    Banerjee, Debasis
    [J]. CHEMICAL COMMUNICATIONS, 2019, 55 (52) : 7530 - 7533
  • [9] A General and Highly Selective Cobalt-Catalyzed Hydrogenation of N-Heteroarenes under Mild Reaction Conditions
    Adam, Rosa
    Cabrero-Antonino, Jose R.
    Spannenberg, Anke
    Junge, Kathrin
    Jackstell, Ralf
    Beller, Matthias
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (12) : 3216 - 3220
  • [10] t-BuOK-Mediated Transition-Metal-Free Direct Olefination and Alkylation of Methyl N-Heteroarenes with Primary Alcohols under Control of Temperature
    Su, Fangyao
    Lai, Miao
    Zhao, Mingqin
    Song, Mingzhou
    Hu, Xin
    Zhang, Junqin
    [J]. CHEMISTRYSELECT, 2022, 7 (06):