Regioselective Heck reaction of aliphatic olefins and aryl halides

被引：38
|
作者：
Qin, Liena [1 ]
Hirao, Hajime [1 ]
Zhou, Jianrong [1 ]
机构：
[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
来源：
CHEMICAL COMMUNICATIONS | 2013年 / 49卷 / 87期
关键词：
RECEPTOR-SELECTIVE RETINOIDS; PALLADIUM CATALYSIS; OXIDATIVE ADDITION; ARYLATION; SUBSTITUTION; CHLORIDES; POSITION;
D O I：
10.1039/c3cc45911j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A regioselective Heck reaction of aliphatic olefins and aryl bromides is realized at internal carbons of olefins. Methanol solvent promoted halide ionization from neutral arylpalladium halide complexes via hydrogen bonding, so as to create cationic aryl-Pd species for regioselective olefin insertion.
引用
收藏
页码：10236 / 10238
页数：3
相关论文
共 50 条
  • [1] Ionic liquid-promoted, highly regioselective heck arylation of electron-rich olefins by aryl halides
    Mo, J
    Xu, LJ
    Xiao, JL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (02) : 751 - 760
  • [2] Asymmetric Intermolecular Heck Reaction of Aryl Halides
    Wu, Chunlin
    Zhou, Jianrong
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (02) : 650 - 652
  • [3] Palladium-catalyzed highly regioselective Heck reaction of aryl nonaflates with electron-rich olefins
    Dan Xu Zhi Hua Liu Wei Jun Tang Jun Mo Li Jin Xu~* Department of Chemistry
    Chinese Chemical Letters, 2008, (09) : 1017 - 1020
  • [4] Palladium-catalyzed highly regioselective Heck reaction of aryl nonaflates with electron-rich olefins
    Xu, Dan
    Liu, Zhi Hua
    Tang, Wei Jun
    Mo, Jun
    Xu, Li Jin
    CHINESE CHEMICAL LETTERS, 2008, 19 (09) : 1017 - 1020
  • [5] Palladium(II)-catalyzed Heck reaction of aryl halides and arylboronic acids with olefins under mild conditions
    Shaikh, Tanveer Mahamadali
    Hong, Fung-E
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 1578 - 1588
  • [6] A New Catalyst System for the Heck Reaction of Unreactive Aryl Halides
    Max-Planck-Inst. F. Kohlenforschung, Kaiscr-Wilhelm-Platz 1, D-45470 Mülheim an der Ruhr, Germany
    Angew. Chem. Int. Ed., 4 (481-483):
  • [7] A new catalyst system for the Heck reaction of unreactive aryl halides
    Reetz, MT
    Lohmer, G
    Schwickardi, R
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1998, 37 (04) : 481 - 483
  • [8] An efficient method for the Heck-Catellani reaction of aryl halides
    Wu, Xiaojin
    Zhou, Jianrong
    CHEMICAL COMMUNICATIONS, 2013, 49 (94) : 11035 - 11037
  • [9] Nickel-Catalyzed Heck Reaction of Aryl Halides and Terminal Olefins Using Zinc/Triflate Ligand/DMA/TBAB
    Mishra, Satyendra
    Halpani, Chandni G.
    Patel, Sejal
    CHEMISTRYSELECT, 2019, 4 (23): : 6913 - 6916
  • [10] Palladium catalysed regioselective arylation of electron-rich olefins by aryl halides
    Xu, LJ
    Chen, WP
    Xiao, JL
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2002, 187 (02) : 189 - 193
12345