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
  • [41] Rh(III)-Catalyzed C-H Activation with Allenes To Synthesize Conjugated Olefins
    Gong, Tian-Jun
    Su, Wei
    Liu, Zhao-Jing
    Cheng, Wan-Min
    Xiao, Bin
    Fu, Yao
    ORGANIC LETTERS, 2014, 16 (02) : 330 - 333
  • [42] Computational Study on the Fate of Oxidative Directing Groups in Ru(II), Rh(III), and Pd(II) Catalyzed C-H Functionalization
    Liu, Siqi
    Pu, Maoping
    Wu, Yun-Dong
    Zhang, Xinhao
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (19): : 12594 - 12602
  • [43] Annulation of Benzamides with [60]Fullerene through Palladium(II)-Catalyzed C-H Bond Activation
    Chuang, Shih-Ching
    Rajeshkumar, Venkatachalam
    Cheng, Chun-An
    Deng, Jie-Cheng
    Wang, Guan-Wu
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (06): : 1599 - 1604
  • [44] Total synthesis of the isoquinoline alkaloid decumbenine B via Ru(III)-catalyzed C-H activation
    Zhang, Yong
    Yang, Zhongzhen
    Guo, Lingmei
    Li, Weijian
    Cheng, Xu
    Wang, Xiaolong
    Wang, Qiantao
    Hai, Li
    Wu, Yong
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (10): : 1604 - 1607
  • [45] Direct synthesis of indazole derivatives via Rh(iii)-catalyzed C-H activation of phthalazinones and allenes
    Yin, Chuanliu
    Zhong, Tianshuo
    Zheng, Xiangyun
    Li, Lianghao
    Zhou, Jian
    Yu, Chuanming
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (35) : 7701 - 7705
  • [46] Rh(III)-Catalyzed Oxidative C-H Activation/Annulation of Salicylaldehydes with Masked Enynes for the Synthesis of Chromones
    Li, Bo
    Zhu, Jianping
    Zheng, Xia
    Ti, Wenqing
    Huang, Yue
    Yao, Hequan
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (01): : 548 - 558
  • [47] Application of Ligands in Cp*Rh(III)-Catalyzed C-H Bond Functionalization Reaction
    Pan Yannian
    Qin Xiao
    Yuan Chengkai
    Lu Yi
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2023, 43 (03) : 924 - 948
  • [48] Rh(III)-Catalyzed Aryl and Alkenyl C-H Bond Addition to Diverse Nitroalkenes
    Potter, Tyler J.
    Kamber, David N.
    Mercado, Brandon Q.
    Ellman, Jonathan A.
    ACS CATALYSIS, 2017, 7 (01): : 150 - 153
  • [49] Rh(III)-catalyzed aromatic C-H bond carbenoid functionalization of triazenes by α-diazomalonate
    Wang, Dahai
    Cui, Sunliang
    TETRAHEDRON, 2016, 72 (22) : 2725 - 2730
  • [50] Ru(II)-Catalyzed spirocyclization of aryl N-sulfonyl ketimines with aryl isocyanates through an aromatic C-H bond activation
    Reddy, Nagarjuna K.
    Subhadra, U.
    Sridhar, B.
    Reddy, Subba B., V
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (14) : 2522 - 2526
12345