New Revolution in Biaryl Synthesis: Transition Metal-Free C-C Bond Formation Promoted by the Mixture of 2-Mercaptoethanol/KOH/DMSO

被引：4
|
作者：
Ghorbani-Choghamarani, Arash [1 ]
Taherinia, Zahra [1 ]
机构：
[1] Ilam Univ, Fac Sci, Dept Chem, POB 69315516, Ilam, Iran
来源：
CHEMISTRYSELECT | 2019年 / 4卷 / 16期
关键词：
C-C coupling; DMSO; KOH; 2-Mercaptoethanol; Metal-free; CROSS-COUPLING REACTIONS; ARYLATION; BENZENE; COMPLEXES; ELECTRON; WATER;
D O I：
10.1002/slct.201900801
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
This research project introduced a novel transition metal-free C C coupling reaction that is believed to be a new revolution in Suzuki type reactions. Carbon-carbon bond formation can be promoted by a mixture of 2-mercaptoethanol/ KOH/ DMSO without the aid of any transition metals. It has been suggested that this reaction proceeds through radical species, hence the electron transfer route is suggested for the operation during the oxidation of 2-mercaptoethanol in DMSO.
引用
收藏
页码：4735 / 4738
页数：4
相关论文
共 50 条
  • [1] Aromatic allylation via diazotization: Metal-free C-C bond formation
    Ek, F
    Axelsson, O
    Wistrand, LG
    Frejd, T
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (18): : 6376 - 6381
  • [2] Metal-Free Oxidative C-C Bond Formation through C-H Bond Functionalization
    Narayan, Rishikesh
    Matcha, Kiran
    Antonchick, Andrey P.
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (42) : 14678 - 14693
  • [3] Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C-C Bond Formation
    Shimogaki, Mio
    Fujita, Morifumi
    Sugimura, Takashi
    SYNLETT, 2017, 28 (06) : A59 - A61
  • [4] Metal-Free Enantioselective Oxidative Arylation of Alkenes: Hypervalent-Iodine-Promoted Oxidative C-C Bond Formation
    Shimogaki, Mio
    Fujita, Morifumi
    Sugimura, Takashi
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (51) : 15797 - 15801
  • [5] Metal-Free C-C/C-N/C-C Bond Formation Cascade for the Synthesis of (Trifluoromethyl)sulfonylated Cyclopenta[b]indolines
    Lazaro-Milla, Carlos
    Yanai, Hikaru
    Almendros, Pedro
    ORGANIC LETTERS, 2021, 23 (08) : 2921 - 2926
  • [6] Recent Developments in Transition Metal-Free Cross-Dehydrogenative Coupling Reactions for C-C Bond Formation
    Batra, Aanchal
    Singh, Kamal Nain
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (43) : 6676 - 6703
  • [7] A remarkably strained cyclopyrenylene trimer that undergoes metal-free direct oxygen insertion into the biaryl C-C σ-bond
    Kurosaki, Ryo
    Hayashi, Hironobu
    Suzuki, Mitsuharu
    Jiang, Julong
    Hatanaka, Miho
    Aratani, Naoki
    Yamada, Hiroko
    CHEMICAL SCIENCE, 2019, 10 (28) : 6785 - 6790
  • [8] Recent advancements in metal-free C-C bond formation via C-H bond functionalization
    Sikder, Ankita
    Sengupta, Jhimli
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2025, 23 (11) : 2539 - 2571
  • [9] Transition-metal-free and base promoted C-C bond formation via C-N bond cleavage of organoammonium salts
    Zhang, Tao
    Wang, Kunyu
    Ke, Yuting
    Tang, Yuanyuan
    Liu, Long
    Huang, Tianzeng
    Li, Chunya
    Tang, Zhi
    Chen, Tieqiao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (38) : 8237 - 8240
  • [10] Metal-Free, Visible-Light-Promoted Synthesis of 3-Phosphorylated Coumarins via Radical C-P/C-C Bond Formation
    Liu, Dan
    Chen, Jian-Qiang
    Wang, Xing-Zhi
    Xu, Peng-Fei
    ADVANCED SYNTHESIS & CATALYSIS, 2017, 359 (16) : 2773 - 2777
12345