Stereoselective cis-addition of aromatic C-H bonds to alkynes catalyzed by dinuclear palladium complexes

被引:115
作者
Tsukada, N [1 ]
Mitsuboshi, T [1 ]
Setoguchi, H [1 ]
Inoue, Y [1 ]
机构
[1] Tohoku Univ, Grad Sch Engn, Dept Chem Mat, Sendai, Miyagi 9808579, Japan
关键词
D O I
10.1021/ja0375075
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reactions of alkynes with arenes proceeded in the presence of dinuclear palladium complexes and trialkylboranes to yield alkyne hydroarylation products with high stereoselectivity. In the reactions of monosubstituted benzenes, meta and para products were formed in statistical ratios, while no ortho isomers were detected. Copyright © 2003 American Chemical Society.
引用
收藏
页码:12102 / 12103
页数:2
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共 54 条
  • [21] Novel Pd(II)- and Pt(II)-catalyzed regio- and stereoselective trans-hydroarylation of alkynes by simple arenes
    Jia, CG
    Lu, WJ
    Oyamada, J
    Kitamura, T
    Matsuda, K
    Irie, M
    Fujiwara, Y
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (30) : 7252 - 7263
  • [22] JUN CH, 2000, ANGEW CHEM, V42, P4853
  • [23] CATALYTIC ADDITION OF AROMATIC C-H BONDS TO ACETYLENES
    KAKIUCHI, F
    YAMAMOTO, Y
    CHATANI, N
    MURAI, S
    [J]. CHEMISTRY LETTERS, 1995, (08) : 681 - 682
  • [24] The ruthenium-catalyzed addition of C-H bonds in aromatic nitriles to olefins
    Kakiuchi, F
    Sonoda, M
    Tsujimoto, T
    Chatani, N
    Murai, S
    [J]. CHEMISTRY LETTERS, 1999, (10) : 1083 - 1084
  • [25] Ruthenium-catalyzed addition of aromatic imines at the ortho C-H bonds to olefins
    Kakiuchi, F
    Yamauchi, M
    Chatani, N
    Murai, S
    [J]. CHEMISTRY LETTERS, 1996, (02) : 111 - 112
  • [26] CATALYTIC ADDITION OF AROMATIC CARBON-HYDROGEN BONDS TO OLEFINS WITH THE AID OF RUTHENIUM COMPLEXES
    KAKIUCHI, F
    SEKINE, S
    TANAKA, Y
    KAMATANI, A
    SONODA, M
    CHATANI, N
    MURAI, S
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (01) : 62 - 83
  • [27] Kakiuchi F, 1999, CHEM LETT, P19
  • [28] New protocol for the site-selective alkylation and vinylation of aromatic compounds. Catalyst-specific reactions
    Kakiuchi, F
    Sato, T
    Tsujimoto, T
    Yamauchi, M
    Chatani, N
    Murai, S
    [J]. CHEMISTRY LETTERS, 1998, (10) : 1053 - 1054
  • [29] KAKUCHI F, 1999, ACTIVATION UNREACTIV, P47
  • [30] Addition of olefins to aromatic ketones catalyzed by Rh(I) olefin complexes
    Lenges, CP
    Brookhart, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (28) : 6616 - 6623