Heck, direct arylation, and hydrogenation:: Two or three sequential reactions from a single catalyst

被引:74
作者
Leclerc, JP [1 ]
André, M [1 ]
Fagnou, K [1 ]
机构
[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
关键词
D O I
10.1021/jo0523619
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed tandem multifunctional reactions leading to the synthesis of substituted biaryl molecules have been developed including tandem Heck-direct arylation and tandem-sequential Heck-direct arylation-hydrogenation. These reactions occur in good yield and have been employed in the synthesis of a cytotoxic biaryl compound.
引用
收藏
页码:1711 / 1714
页数:4
相关论文
共 59 条
  • [51] Tsuji J., 2000, TRANSITION METAL REA
  • [52] Tsuji J., 1995, PALLADIUM REAGENTS C
  • [53] Chiral oligomers by iterative tandem catalysis
    van As, BAC
    van Buijtenen, J
    Heise, A
    Broxterman, QB
    Verzijl, GKM
    Palmans, ARA
    Meijer, EW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (28) : 9964 - 9965
  • [54] Palladium-catalyzed reaction of 2-hydroxy-2-methylpropiophenone with aryl bromides: A unique multiple arylation via successive C-C and C-H bond cleavages
    Wakui, H
    Kawasaki, S
    Satoh, T
    Miura, M
    Nomura, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (28) : 8658 - 8659
  • [55] Direct C-arylation of free (NH)-indoles and pyrroles catalyzed by Ar-Rh(III) complexes assembled in situ
    Wang, X
    Lane, BS
    Sames, D
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (14) : 4996 - 4997
  • [56] Concurrent tandem catalysis
    Wasilke, JC
    Obrey, SJ
    Baker, RT
    Bazan, GC
    [J]. CHEMICAL REVIEWS, 2005, 105 (03) : 1001 - 1020
  • [57] YAMAMOTO H, Patent No. 20050171101
  • [58] The first optically active BINOL-BINAP copolymer catalyst: Highly stereoselective tandem asymmetric reactions
    Yu, HB
    Hu, QS
    Pu, L
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (27) : 6500 - 6501
  • [59] ZEZSCHWITZ P, 2001, CHEM-EUR J, P4035