C(sp3) -H Bond Functionalization Mediated by Hydride a Shift/Cyclization System

被引:24
|
作者
Mori, Keiji [1 ]
机构
[1] Tokyo Univ Agr & Technol, Grad Sch Engn, Dept Appl Chem, 2-24-16 Nakacho, Koganei, Tokyo 1848588, Japan
基金
日本学术振兴会;
关键词
C(sp(3))-H bond functionalization; Hydride shift; Redox process; RING-CLOSURE REACTIONS; BRONSTED ACID; ASYMMETRIC-SYNTHESIS; 1,5-HYDRIDE TRANSFER/CYCLIZATION; STEREOCHEMICAL ASPECTS; HETEROCYCLIC SYNTHESIS; EXPEDITIOUS SYNTHESIS; ALKYLATION REACTIONS; ALPHA-CYCLIZATION; TERTIARY-AMINES;
D O I
10.1246/bcsj.20210420
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient catalytic internal redox reaction (hydride shift mediated C(sp(3))-H bond functionalization) has been developed, which has the following salient features: (1) C(sp(3))-H bond functionalization, (2) Lewis and/or Bronsted acid catalyzed reaction (transition metals employed in conventional CH bond functionalization are not required), and (3) construction of complex polycycles that are otherwise difficult to synthesize by conventional methods. Our recent efforts on the development of novel types of C(sp(3))-H bond functionalization mediated by the hydride shift/cyclization system are described.
引用
收藏
页码:296 / 305
页数:10
相关论文
共 50 条
  • [31] Recent advances in direct α-C(sp3)-H bond functionalization of thioethers
    Tang, Long
    Hu, Qingyue
    Yang, Ke
    Elsaid, Mazen
    Liu, Chong
    Ge, Haibo
    GREEN SYNTHESIS AND CATALYSIS, 2022, 3 (03): : 203 - 211
  • [32] Recent Advances in the α-C(sp3)-H Bond Functionalization of Glycine Derivatives
    Zhu, Zhiqiang
    Xiao, Lijin
    Xie, Zongbo
    Le, Zhanggao
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (09) : 2345 - 2364
  • [33] C(sp3)-H functionalization with isocyanides
    Wang, Weixiang
    Liu, Tianqi
    Ding, Chang-Hua
    Xu, Bin
    Organic Chemistry Frontiers, 2021, 8 (13) : 3525 - 3542
  • [34] Radical Cascade Cyclization Involving C(sp3)-H Functionalization of Unactivated Cycloalkanes
    Yi Rongnan
    Li Jiaozhe
    Wang Dongkai
    Wei Wenting
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (12) : 4111 - 4121
  • [35] C(sp3)-H functionalization with isocyanides
    Wang, Weixiang
    Liu, Tianqi
    Ding, Chang-Hua
    Xu, Bin
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (13): : 3525 - 3542
  • [36] Amide bond formation via C(sp3)-H bond functionalization and CO insertion
    Liu, Huizhen
    Laurenczy, Gabor
    Yan, Ning
    Dyson, Paul J.
    CHEMICAL COMMUNICATIONS, 2014, 50 (03) : 341 - 343
  • [37] Dehydrogenative C(sp3)-H bond functionalization of tetrahydroisoquinolines mediated by organic oxidants under mild conditions
    Dzambaski, Zdravko
    Bondzic, Bojan P.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (26) : 6420 - 6425
  • [38] PIDA/I2-Mediated α- and β-C(sp3)-H Bond Dual Functionalization of Tertiary Amines
    Zhu, Yu
    Shao, Li-Dong
    Deng, Zhen-Tao
    Bao, Ying
    Shi, Xin
    Zhao, Qn-Shi
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (17): : 10166 - 10174
  • [39] Cascade C(sp3)-H bond functionalization/cyclization reaction for the synthesis of 3,3-disubstituted oxindoles by decatungstate photocatalysis
    Fang, Xianhe
    Lv, Jiaxing
    Yang, Shuxin
    Ma, Mingyu
    Yang, Runzhe
    Bi, Yi
    TETRAHEDRON, 2025, 177
  • [40] Enantioselective C-P Bond Formation through C(sp3)-H Functionalization
    Ardevines, Sandra
    Horn, Devan
    Alegre-Requena, Juan, V
    Gonzalez-Jimenez, Marta
    Gimeno, M. Concepcion
    Marques-Lopez, Eugenia
    Herrera, Raquel P.
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (13) : 2152 - 2158