A convenient synthesis of quinolizinium salts through Rh(III) or Ru(II)-catalyzed C-H bond activation of 2-alkenylpyridines

被引：71
|
作者：
Luo, Ching-Zong [1 ]
Gandeepan, Parthasarathy [1 ]
Cheng, Chien-Hong [1 ]
机构：
[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu 30013, Taiwan
来源：
CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 76期
关键词：
WESTPHAL CONDENSATION; DERIVATIVES; ALKYNES; ROUTE; SEMPERVIRINE; OLEFINATION; ANALOGS; RH;
D O I：
10.1039/c3cc45004j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient synthesis of quinolizinium salts from 2-vinylpyridines and alkynes via Rh(III) or Ru(II)-catalyzed C-H activation and annulation reaction is described. A possible mechanism involving pyridine assisted vinylic ortho-C-H activation, alkyne insertion and reductive elimination is proposed.
引用
收藏
页码：8528 / 8530
页数：3
相关论文
共 50 条
  • [31] Practical synthesis of isocoumarins via Rh(III)-catalyzed C-H activation/annulation cascade
    Gao, Qian-Ci
    Li, Yi-Fei
    Xuan, Jun
    Hu, Xiao-Qiang
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2023, 19 : 100 - 106
  • [32] Rh(III)-Catalyzed C-H Activation/Cyclization of Indoles and Pyrroles: Divergent Synthesis of Heterocycles
    Zhang, Yan
    Zheng, Jing
    Cui, Sunliang
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (14): : 6490 - 6500
  • [33] The synthesis of spirocyclopropane skeletons enabled by Rh(III)-catalyzed enantioselective C-H activation/[4
    Wang, Hao
    Li, Yidi
    Huang, Lin
    Xu, Huiying
    Jiao, Yukun
    Zhou, Zhi
    Tang, Zhenhao
    Fang, Feifei
    Zhang, Xiaoxue
    Ding, Kan
    Yi, Wei
    Liu, Hong
    Wu, Xiaowei
    Zhou, Yu
    CHEM CATALYSIS, 2023, 3 (12):
  • [34] Direct Synthesis of Protoberberine Alkaloids by Rh-Catalyzed C-H Bond Activation as the Key Step
    Jayakumar, Jayachandran
    Cheng, Chien-Hong
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (05) : 1800 - 1804
  • [35] Rh(III)-Catalyzed C-H Bond Activation for the Construction of Heterocycles with sp3-Carbon Centers
    Wang, Run
    Xie, Xiong
    Liu, Hong
    Zhou, Yu
    CATALYSTS, 2019, 9 (10)
  • [36] Rhodium(iii)-catalyzed synthesis of trisubstituted furans via vinylic C-H bond activation
    Sherikar, Mahadev Sharanappa
    Bettadapur, Kiran R.
    Lanke, Veeranjaneyulu
    Prabhu, Kandikere Ramaiah
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (34) : 7470 - 7474
  • [37] Iodonium Ylides as Carbene Precursors in Rh(III)-Catalyzed C-H Activation
    Jiang, Yuqin
    Li, Pengfei
    Zhao, Jie
    Liu, Bingxian
    Li, Xingwei
    ORGANIC LETTERS, 2020, 22 (19) : 7475 - 7479
  • [38] Rh(III)-Catalyzed Synthesis of 2-Nitro-2H -azirines via sp3 C-H Activation
    Huang, Xiaojun
    Ge, Yun
    Qian, Yang
    Zhang, Zhengyu
    SYNLETT, 2022, 33 (10) : 969 - 972
  • [39] Rh(III)-Catalyzed C-H Activation of Boronic Acid with Aryl Azide
    Xu, Shiyang
    Huang, Baoliang
    Qiao, Guanyu
    Huang, Ziyue
    Zhang, Zhen
    Li, Zongyang
    Wang, Peng
    Zhang, Zhenhua
    ORGANIC LETTERS, 2018, 20 (18) : 5578 - 5582
  • [40] Rh(III)-Catalyzed C-H Activation/Annulation for the Construction of Quinolizinones and Indolizines
    Hou, Xinjiao
    Wang, Run
    Fang, Feifei
    Qu, Zhiyan
    Zhou, Jianhui
    Yu, Ting
    Wang, Dechuan
    Liu, Hong
    Zhou, Yu
    ORGANIC LETTERS, 2024, 26 (21) : 4451 - 4456
12345