A simple PdCl2/O2/DMF catalytic system for highly regioselective cyclotrimerization of olefins with electron-withdrawing groups

被引：24
|
作者：
Jiang, Huan-Feng [1 ]
Shen, Yan-Xia [1 ]
Wang, Zhao-Yang [1 ]
机构：
[1] S China Univ Technol, Coll Chem, Guangzhou 510640, Peoples R China
来源：
TETRAHEDRON LETTERS | 2007年 / 48卷 / 42期
基金：
中国国家自然科学基金;
关键词：
PdCl2/O-2/DMF catalytic system; cyclotrimerization; regioselective; olefins;
D O I：
10.1016/j.tetlet.2007.08.034
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A highly regioselective cyclotrimerization of olefins with electron-withdrawing groups in a PdCl2/O-2/DMF catalytic system is disclosed, and a possible mechanism has also been proposed, which reveals the PdCl2-catalyzed cyclotrimerization of olefins with electron-withdrawing groups goes through a quite different pathway from that of alkynes. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7542 / 7545
页数：4
相关论文
共 23 条
  • [1] Palladium-catalyzed aerobic oxidation of terminal olefins with electron-withdrawing groups in ScCO2
    Jiang, Huan-Feng
    Shen, Yan-Xia
    Wang, Zhao-Yang
    [J]. TETRAHEDRON, 2008, 64 (03) : 508 - 514
  • [2] Catalytic desulfitative homocoupling of sodium arylsulfinates in water using PdCl2 as the recyclable catalyst and O2 as the terminal oxidant
    Rao, Bin
    Zhang, Weixi
    Hu, Lan
    Luo, Meiming
    [J]. GREEN CHEMISTRY, 2012, 14 (12) : 3436 - 3440
  • [3] O2 reduction by iron porphyrins with electron withdrawing groups: to scale or not to scale
    Amanullah, Sk
    Saha, Paramita
    Dey, Abhishek
    [J]. FARADAY DISCUSSIONS, 2022, 234 (00) : 143 - 158
  • [4] Simple and clean synthesis of ketones from internal olefins using PdCl2/N,N-dimethylacetamide catalyst system
    Mitsudome, Takato
    Yoshida, Syuhei
    Tsubomoto, Yamato
    Mizugaki, Tomoo
    Jitsukawa, Koichiro
    Kaneda, Kiyotomi
    [J]. TETRAHEDRON LETTERS, 2013, 54 (12) : 1596 - 1598
  • [5] OXIDATION BY S2O8(2-)/CU2+ - ALPHA-BENZYLIC ACETAMIDATION OF ELECTRON-WITHDRAWING GROUPS
    KABORE, L
    LAURENT, E
    MARQUET, B
    [J]. JOURNAL OF CHEMICAL RESEARCH-S, 1993, (01): : 12 - 13
  • [6] PtO2/PTSA system catalyzed regioselective hydration of internal arylalkynes bearing electron withdrawing groups
    Lin, Hsin-Ping
    Ibrahim, Nada
    Provot, Olivier
    Alami, Mouad
    Hamze, Abdallah
    [J]. RSC ADVANCES, 2018, 8 (21): : 11536 - 11542
  • [7] A simple catalytic system based on PdCl2(CH3CN)2 in water for cross-coupling reactions using diazonium salts
    El Bakouri, Ouissam
    Fernandez, Marti
    Brun, Sandra
    Pla-Quintana, Anna
    Roglans, Anna
    [J]. TETRAHEDRON, 2013, 69 (46) : 9761 - 9765
  • [8] The cumene/O2 system: a very simple tool for the radical chain oxidation of some functional groups
    Malekafzali, A.
    Malinovska, K.
    Patureau, F. W.
    [J]. NEW JOURNAL OF CHEMISTRY, 2017, 41 (15) : 6981 - 6985
  • [9] [(η5-CpR)Ge:]+[BArF4]-/O2 - A Sustainable and Efficient Catalytic System for the Hydrosilylation of Selected Olefins
    Fritz-Langhals, Elke
    [J]. CHEMCATCHEM, 2023, 15 (11)
  • [10] Highly efficient simultaneous catalytic degradation and defluorination of perfluorooctanoic acid by the H2O2-carbon/MnO2 system generating O2•- and •OH synchronously
    He, Xu
    Sun, Bo
    He, Mingrui
    Chi, Huizhong
    Wang, Zhen
    Zhang, Wei
    Ma, Jun
    [J]. APPLIED CATALYSIS B-ENVIRONMENTAL, 2020, 277
123