Palladium-catalyzed aminocarbonylation of aryl iodides with amines: efficient access to bidentate amide directing groups

被引:3
|
作者
Wang, Yanqing [1 ]
Wang, Tao [2 ]
Wang, Xiaosha [2 ]
Liu, Lantao [2 ,3 ]
Mao, Guoliang [1 ]
机构
[1] Northeast Petr Univ, Coll Chem & Chem Engn, Daqing 163318, Peoples R China
[2] Shangqiu Normal Univ, Henan Engn Lab Green Synth Pharmaceut, Coll Chem & Chem Engn, Shangqiu 476000, Peoples R China
[3] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China
关键词
C-H BONDS; C(SP(2))-H BONDS; SELECTIVE ACCESS; C(SP(3))-H BONDS; AROMATIC AMIDES; AMINATION; FUNCTIONALIZATION; ALKYNYLATION; DERIVATIVES; ANNULATION;
D O I
10.1007/s11243-020-00418-4
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A new route to bidentate amide directing groups has been developed via the palladium(II)-catalyzed aminocarbonylation. Under atmospheric carbon monoxide pressure, using commercially available aryl iodides and aromatic amine derivatives as substrates, the three-component reaction proceeded smoothly to give the desired products in moderate-to-excellent yields with good functional-group compatibility.
引用
收藏
页码:29 / 35
页数:7
相关论文
共 50 条
  • [31] Palladium-catalyzed carbonylative transformation of aryl iodides and sulfonyl chlorides: convenient access to thioesters
    Qi, Xinxin
    Bao, Zhi-Peng
    Wu, Xiao-Feng
    ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (06) : 885 - 889
  • [32] Palladium-Catalyzed Amide Synthesis via Aminocarbonylation of Arylboronic Acids with Nitroarenes
    Peng, Jin-Bao
    Li, Da
    Geng, Hui-Qing
    Wu, Xiao-Feng
    ORGANIC LETTERS, 2019, 21 (12) : 4878 - 4881
  • [33] Highly efficient palladium-catalyzed coupling of acetylene gas with aryl iodides in aqueous medium
    Li, CJ
    Chen, DL
    Costello, CW
    ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1997, 1 (04) : 325 - 327
  • [34] Palladium-Catalyzed Carbonylative Coupling of Aryl Iodides with Alkyl Bromides: Efficient Synthesis of Alkyl Aryl Ketones
    Peng, Jin-Bao
    Chen, Bo
    Qi, Xinxin
    Ying, Jun
    Wu, Xiao-Feng
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (21) : 4153 - 4160
  • [35] PALLADIUM-CATALYZED CARBONYLATION OF ARYL IODIDES IN AQUEOUS-MEDIA
    BUMAGIN, NA
    NIKITIN, KV
    BELETSKAYA, IP
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1988, 358 (1-3) : 563 - 565
  • [36] Palladium-Catalyzed Coupling of Hydroxylamines with Aryl Bromides, Chlorides, and Iodides
    Porzelle, Achim
    Woodrow, Michael D.
    Tomkinson, Nicholas C. O.
    ORGANIC LETTERS, 2009, 11 (01) : 233 - 236
  • [37] Palladium-catalyzed cascade reaction of α,β-unsaturated sulfones with aryl iodides
    Mauleón, P
    Núñez, AA
    Alonso, I
    Carretero, JC
    CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (07) : 1511 - 1520
  • [38] Unexpected regioselectivity in the palladium-catalyzed reaction of silacyclobutanes with aryl iodides
    Tanaka, Y
    Nishigaki, A
    Kimura, Y
    Yamashita, M
    APPLIED ORGANOMETALLIC CHEMISTRY, 2001, 15 (08) : 667 - 670
  • [39] STYRENE DERIVATIVES VIA PALLADIUM-CATALYZED VINYLATION OF ARYL IODIDES
    HALLBERG, A
    WESTERLUND, C
    CHEMISTRY LETTERS, 1982, (12) : 1993 - 1994
  • [40] Palladium-Catalyzed Formylation of Aryl Iodides with HCOOH as CO Source
    Sun, Guanglong
    Lv, Xue
    Zhang, Yinan
    Lei, Min
    Hu, Lihong
    ORGANIC LETTERS, 2017, 19 (16) : 4235 - 4238