Mizoroki-Heck Reactions Catalysed by (N-Heterocyclic Carbene)PdCl2(Et3N) Complexes

被引:13
作者
Gallop, Christopher W. D. [1 ]
Zinser, Caroline [1 ]
Guest, Daniel [1 ]
Navarro, Oscar [1 ]
机构
[1] Univ Sussex, Dept Chem, Brighton BN1 9QJ, E Sussex, England
关键词
carbene; palladium; homogeneous catalysis; alkenes; halides; N-HETEROCYCLIC CARBENE; ARYL CHLORIDES; ARYLATION; EFFICIENT;
D O I
10.1055/s-0034-1378447
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Complexes of general formula (NHC)PdCl2(Et3N) were used as pre-catalysts in Mirozoki-Heck couplings of activated aryl chlorides and deactivated aryl bromides as electrophiles, without the need of an inert atmosphere and in relatively short reaction times. The protocol was extended to the use of microwave heating, reducing further the reaction times with no detriment in the yields of the desired products.
引用
收藏
页码:2225 / 2228
页数:4
相关论文
共 22 条
  • [1] The heck reaction as a sharpening stone of palladium catalysis
    Beletskaya, IP
    Cheprakov, AV
    [J]. CHEMICAL REVIEWS, 2000, 100 (08) : 3009 - 3066
  • [2] Cazin CSJ, 2011, CATAL MET COMPLEXES, V32, P1, DOI 10.1007/978-90-481-2866-2
  • [3] Inhibited Catalyst Activation in (N-Heterocyclic carbene)PdCl2(diethylamine) Complexes by Intramolecular Hydrogen Bonding
    Chen, Ming-Tsz
    Vicic, David A.
    Chain, William J.
    Turner, Michael L.
    Navarro, Oscar
    [J]. ORGANOMETALLICS, 2011, 30 (24) : 6770 - 6773
  • [4] Selective terminal heck arylation of vinyl ethers with aryl chlorides: A combined experimental-computational approach including synthesis of betaxolol
    Datta, GK
    von Schenck, H
    Hallberg, A
    Larhed, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (10) : 3896 - 3903
  • [5] de Meijere A., 2004, METAL CATALYZED CROS
  • [6] DiezGonzalez S, 2011, RSC CATAL SER, P1
  • [7] N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed Mizoroki-Heck reaction of aryl chlorides with styrenes
    Gao, Ting-Ting
    Jin, Ai-Ping
    Shao, Li-Xiong
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2012, 8 : 1916 - 1919
  • [8] Glorius F, 2007, TOP ORGANOMETAL CHEM, V21, P1, DOI 10.1007/3418_2006_059
  • [9] [( 1,3-Bis{2,6-bis( diphenylmethyl)-4-methylphenyl} imidazole2-ylidene) PdCl2( NEt3)]: " Throwing Away" a Different Ancillary Ligand to Enhance the Catalytic Activity at Room Temperature
    Guest, Daniel
    Chen, Ming-Tsz
    Tizzard, Graham J.
    Coles, Simon J.
    Turner, Michael Lewis
    Navarro, Oscar
    [J]. EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2014, 2014 (13) : 2200 - 2203
  • [10] Microwave dielectric heating in synthetic organic chemistry
    Kappe, C. Oliver
    [J]. CHEMICAL SOCIETY REVIEWS, 2008, 37 (06) : 1127 - 1139