Rh(III)-Catalyzed intramolecular redox-neutral cyclization of alkenes via C-H activation

被引:97
|
作者
Shi, Zhuangzhi [1 ]
Boultadakis-Arapinis, Melissa [1 ]
Koester, Dennis C. [1 ]
Glorius, Frank [1 ]
机构
[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
基金
欧洲研究理事会;
关键词
AROMATIC IMINES; EFFICIENT SYNTHESIS; BOND ACTIVATION; ANNULATION; INDOLIZIDINE; HYDROARYLATION; AGONIST; ALKYNES; ACID;
D O I
10.1039/c4cc00029c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Biologically interesting fused oligocyclic lactams have been prepared via an intramolecular redox-neutral cyclization process. By the proper choice of the substrates with a wide variety of tethered olefins, the less favored C-H bond can be activated and functionalized. This C-H activation proceeds under mild conditions, obviates the need for external oxidants, and displays a broad scope with respect to the substituents.
引用
收藏
页码:2650 / 2652
页数:3
相关论文
共 50 条
  • [21] Rh(iii)-catalyzed tandem annulative redox-neutral arylation/amidation of aromatic tethered alkenes
    Chen, Chao
    Shi, Chen
    Yang, Yaxi
    Zhou, Bing
    CHEMICAL SCIENCE, 2020, 11 (44) : 12124 - 12129
  • [22] Computational Mechanistic Study of Redox-Neutral Rh(III)-Catalyzed C-H Activation Reactions of Arylnitrones with Alkynes: Role of Noncovalent Interactions in Controlling Selectivity
    Xing, Yang-Yang
    Liu, Jian-Biao
    Tian, Ying-Ying
    Sun, Chuan-Zhi
    Huang, Fang
    Chen, De-Zhan
    JOURNAL OF PHYSICAL CHEMISTRY A, 2016, 120 (46): : 9151 - 9158
  • [23] Regio- and Stereoselective Synthesis of the Core Structure of Hexahydrobenzo[c]phenanthridine Alkaloids via Redox-Neutral Cp*Rh(III)-Catalyzed C-H/N-H Annulation of Cyclic Alkenes with Benzamides
    Das Adhikari, Gopal Krushna
    Chebolu, Rajesh
    Ravikumar, Ponneri Chandrababu
    ACS OMEGA, 2020, 5 (37): : 24033 - 24044
  • [24] A Rh(III)-catalyzed redox-neutral C-H alkylation reaction with allylic alcohols by using a traceless oxidizing directing group
    Wang, Yubo
    Chen, Yu
    Yang, Yaxi
    Zhou, Bing
    ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (11): : 1844 - 1847
  • [25] Isocanthine Synthesis via Rh(III)-Catalyzed Intramolecular C-H Functionalization
    Chen, Anthony Y.
    Lu, Qianqian
    Fu, Yao
    Sarpong, Richmond
    Stoltz, Brian M.
    Zhang, Haiming
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (01): : 330 - 337
  • [26] Copper-catalyzed redox-neutral C-H amination with amidoximes
    Chen, Hui
    Chiba, Shunsuke
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (01) : 42 - 46
  • [27] Rh(III)-Catalyzed Trifluoromethylthiolation of Indoles via C-H Activation
    Wang, Qiang
    Xie, Fang
    Li, Xingwei
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (16): : 8361 - 8366
  • [28] Rhodium-Catalyzed Redox-Neutral Olefination of Aryldiazenes with Acrylate Esters via C-H Activation and Transfer Hydrogenation
    Zhang, Xiaofei
    Zhang, Bin
    Li, Xingwei
    ORGANIC LETTERS, 2021, 23 (05) : 1687 - 1691
  • [29] Rh(III)-catalyzed C-H functionalization/aromatization cascade with 1,3-dienes: a redox-neutral and regioselective access to isoquinolines
    Zhao, Dongbing
    Lied, Fabian
    Glorius, Frank
    CHEMICAL SCIENCE, 2014, 5 (07) : 2869 - 2873
  • [30] The Redox-Neutral Approach to C-H Functionalization
    Peng, Bo
    Maulide, Nuno
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (40) : 13274 - 13287