Rh(III)-catalyzed directed C-H bond amidation of ferrocenes with isocyanates

被引:39
|
作者
Takebayashi, Satoshi [1 ]
Shizuno, Tsubasa [1 ]
Otani, Takashi [1 ]
Shibata, Takanori [1 ]
机构
[1] Waseda Univ, Dept Chem & Biochem, Sch Adv Sci & Engn, Shinjuku Ku, Tokyo 1698555, Japan
基金
日本学术振兴会;
关键词
amidation; C-H activation; C-H functionalization; ferrocene; rhodium; ASYMMETRIC CATALYSIS; ARYL; ACTIVATION; INSERTION; IMINES; RH;
D O I
10.3762/bjoc.8.212
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[RhCp*(OAc)(2)(H2O)] [Cp* = pentamethylcyclopentadienyl] catalyzed the C-H bond amidation of ferrocenes possessing directing groups with isocyanates in the presence of 2 equiv/Rh of HBF4 center dot OEt2. A variety of disubstituted ferrocenes were prepared in high yields, or excellent diastereoselectivities.
引用
收藏
页码:1844 / 1848
页数:5
相关论文
共 50 条
  • [21] Rh(III)-Catalyzed Aryl and Alkenyl C-H Bond Addition to Diverse Nitroalkenes
    Potter, Tyler J.
    Kamber, David N.
    Mercado, Brandon Q.
    Ellman, Jonathan A.
    ACS CATALYSIS, 2017, 7 (01): : 150 - 153
  • [22] Rh(III)-catalyzed aromatic C-H bond carbenoid functionalization of triazenes by α-diazomalonate
    Wang, Dahai
    Cui, Sunliang
    TETRAHEDRON, 2016, 72 (22) : 2725 - 2730
  • [23] Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids
    Wang, Dahai
    Cui, Sunliang
    TETRAHEDRON, 2015, 71 (45) : 8511 - 8516
  • [24] Synthesis of Oxindoles by Palladium-catalyzed C-H Bond Amidation
    Miura, Tomoya
    Ito, Yoshiteru
    Murakami, Masahiro
    CHEMISTRY LETTERS, 2009, 38 (04) : 328 - 329
  • [25] Cp*Rh(III)-Catalyzed C-H Bond Difluorovinylation of Indoles with α,α-Difluorovinyl Tosylate
    Yang, Lisheng
    Li, Chunpu
    Wang, Dechuan
    Liu, Hong
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (11): : 7320 - 7330
  • [26] Rh(III)-Catalyzed Enantioselective Intermolecular Aryl C-H Bond Addition to Aldehydes
    Wu, Zhi-Jie
    Wu, Zhuo
    Zhang, Wen-Wen
    Gu, Qing
    You, Shu-Li
    CHINESE JOURNAL OF CHEMISTRY, 2022, 40 (23) : 2780 - 2784
  • [27] Rhodium(III)-Catalyzed Intermolecular N-Chelator-Directed Aromatic C-H Amidation with Amides
    Zhao, Huaiqing
    Shang, Yaping
    Su, Weiping
    ORGANIC LETTERS, 2013, 15 (19) : 5106 - 5109
  • [28] Recent advances in copper-catalyzed C-H bond amidation
    Wan, Jie-Ping
    Jing, Yanfeng
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2015, 11 : 2209 - 2222
  • [29] Synthesis of 7-Amido Indolines by Cp*Co(III)-Catalyzed C-H Bond Amidation
    Yan, Qingkai
    Huang, Hai
    Zhang, He
    Li, Meng-Hui
    Yang, Dandan
    Song, Mao-Ping
    Niu, Jun-Long
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (17): : 11190 - 11199
  • [30] The synthesis of unsymmetric diamides through Rh-catalyzed selective C-H bond activation of amides with isocyanates
    Yu, Xiaoli
    Wang, Duo-Sheng
    Xu, Zhaojun
    Yang, Bobin
    Wang, Dawei
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (06): : 1011 - 1018