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
  • [21] Rh(III)-catalyzed C-H activation of N-enoxyphthalimides
    Piou, Tiffany
    Rovis, Tomislav
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [22] Rh(III)-catalyzed C-H activation of benzamides: Coupling with quinones
    Qi, Zisong
    Li, Xingwei
    CHINESE JOURNAL OF CATALYSIS, 2015, 36 (01) : 48 - 56
  • [23] Ruthenium(II)-Catalyzed C-H Bond Activation and Functionalization
    Arockiam, Percia Beatrice
    Bruneau, Christian
    Dixneuf, Pierre H.
    CHEMICAL REVIEWS, 2012, 112 (11) : 5879 - 5918
  • [24] Rh(iii)-Catalyzed spiroannulation of ketimines with cyclopropenones via sequential C-H/C-C bond activation
    Hu, Hong
    Li, Bin-Shi
    Xu, Jing-Lei
    Sun, Wei
    Wang, Yong
    Sun, Meng
    CHEMICAL COMMUNICATIONS, 2022, 58 (30) : 4743 - 4746
  • [25] C-H activation and subsequent C-C bond formation in rigid alkenes catalyzed by Ru(III) metallates
    Dharani, S.
    Kalaiarasi, G.
    Lynch, Vincent M.
    Srinivasan, K.
    Prabhakaran, R.
    REACTION CHEMISTRY & ENGINEERING, 2022, 8 (01) : 164 - 174
  • [26] Rh(III)-catalyzed directed C-H bond amidation of ferrocenes with isocyanates
    Takebayashi, Satoshi
    Shizuno, Tsubasa
    Otani, Takashi
    Shibata, Takanori
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 : 1844 - 1848
  • [27] Rh(<sc>iii</sc>)-catalyzed aldehydic and aryl C-H alkylation with cyclopropanols via C-H/C-C bond activation
    Dash, Om Prakash
    Garg, Divya
    Volla, Chandra M. R.
    CHEMICAL COMMUNICATIONS, 2024, 60 (76) : 10576 - 10579
  • [28] Rh(iii)-Catalyzed C-H activation/annulation of salicylaldehydes with sulfoxonium ylides for the synthesis of chromones
    Cai, Libo
    Zhu, Xiaoyi
    Chen, Jiayi
    Lin, Aijun
    Yao, Hequan
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (21): : 3688 - 3692
  • [29] Rh(III)-Catalyzed Enaminone-Directed Alkenyl C-H Activation for the Synthesis of Salicylaldehydes
    Qi, Bing
    Guo, Shan
    Zhang, Wenjing
    Yu, Xiaolong
    Song, Chao
    Zhu, Jin
    ORGANIC LETTERS, 2018, 20 (13) : 3996 - 3999
  • [30] Rh(III)-catalyzed C-H activation/cyclization of oximes with alkenes for regioselective synthesis of isoquinolines
    Chen, Renjie
    Qi, Jifeng
    Mao, Zhenjun
    Cui, Sunliang
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (26) : 6201 - 6204
12345