Recent Update on Transition Metal-Free C(sp2)-H Bond Halogenation in (Hetero) Arenes

被引:7
|
作者
Mal, Sourav [1 ]
Jana, Manoranjan [1 ]
Sarkar, Satinath [1 ]
机构
[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India
来源
CHEMISTRYSELECT | 2021年 / 6卷 / 41期
关键词
arenes; halogenation; heteroarenes; transition metal-free; C-H-HALOGENATION; AROMATIC-COMPOUNDS; REGIOSELECTIVE BROMINATION; OXIDATIVE BROMINATION; EFFICIENT BROMINATION; SELECTIVE BROMINATION; AMMONIUM BROMIDE; SODIUM-HALIDES; ONE-POT; IODINATION;
D O I
10.1002/slct.202102956
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Halogen incorporated arenes and heteroarenes are often used as useful intermediates as well as target products in organic synthesis. Often, C-H bond halogenation is attempted using transition metals (Pd, Cu, Au, Rh etc.). However, keeping the environmental concerns in mind, transition metal free protocols are more relevant and essential in recent times. In this context, improvised methods are widely being developed to evade transition metals. A great deal of work has been done on this topic in recent times and still going on. The intention of this review is to cover recent works on transition metal-free C(sp(2))-H bond halogenations on arenes as well as heteroarenes.
引用
收藏
页码:11299 / 11330
页数:32
相关论文
共 50 条
  • [41] Metal-free oxidative tandem coupling of activated alkenes with carbonyl C(sp2)-H bonds and aryl C(sp2)-H bonds using TBHP
    Zhou, Ming-Bo
    Song, Ren-Jie
    Ouyang, Xuan-Hui
    Liu, Yu
    Wei, Wen-Ting
    Deng, Guo-Bo
    Li, Jin-Heng
    CHEMICAL SCIENCE, 2013, 4 (06) : 2690 - 2694
  • [42] Photochemical strategies for C-N bond formation via metal catalyst-free (hetero) aryl C(sp2)-H functionalization
    Kang, Qing-Qing
    Wu, Wenfeng
    Li, Qiang
    Wei, Wen-Ting
    GREEN CHEMISTRY, 2020, 22 (10) : 3060 - 3068
  • [43] “Metal-free” electrooxidative C—H thiocyanation of arenes
    V. A. Kokorekin
    E. I. Mel’nikova
    R. R. Yaubasarova
    N. V. Gorpinchenko
    V. A. Petrosyan
    Russian Chemical Bulletin, 2019, 68 : 2140 - 2141
  • [44] Photochemical C-H bond coupling for (hetero)aryl C(sp2)-C(sp3) bond construction
    Zhao, Yating
    Xia, Wujiong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (20) : 4951 - 4963
  • [45] Hypervalent Iodine Reagents Enable C(sp2)-H Amidation of (Hetero)arenes with Iminophenylacetic Acids
    Pan, Yue
    Liu, Zhengyi
    Zou, Peng
    Chen, Yali
    Chen, Yiyun
    ORGANIC LETTERS, 2022, 24 (36) : 6681 - 6685
  • [46] Recent advances in rhodium-catalyzed C(sp2)-H (hetero)arylation
    Yang, Zixian
    Yu, Jin-Tao
    Pan, Changduo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (39) : 8442 - 8465
  • [47] Direct C-H Bond Borylation of (Hetero)Arenes: Evolution from Noble Metal to Metal Free
    Li, Yahui
    Wu, Xiao-Feng
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (05) : 1770 - 1774
  • [48] Metal-Free Electrocatalytic C(sp2)-H Acyloxylation of Aromatic Ring to Synthesis of Acetoxylated Phenylethers
    Chai, Yao
    Liu, Xiao-Jun
    Tian, Ya-Ling
    Wang, Xi-Cun
    Quan, Zheng-Jun
    CHEMISTRYSELECT, 2021, 6 (48): : 13851 - 13855
  • [49] Transition-metal free C(sp2)-C(sp2) bond formation: arylation of 4-aminocoumarins using arynes as an aryl source
    Sharma, Abhilash
    Gogoi, Pranjal
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (40) : 9014 - 9025
  • [50] Recent Advances in the Transition-Metal-Free Arylation of Hetero-arenes
    Ucar, Sefa
    Dastan, Arif
    SYNTHESIS-STUTTGART, 2021, 53 (23): : 4353 - 4374