Aryl-aryl bond formation by transition-metal-catalyzed direct arylation

被引:3398
作者
Alberico, Dino [1 ]
Scott, Mark E. [1 ]
Lautens, Mark [1 ]
机构
[1] Univ Toronto, Dept Chem, Davenport Labs, Toronto, ON M5S 3H6, Canada
关键词
D O I
10.1021/cr0509760
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This review covers the development and advances in transition-metal-catalyzed aryl-aryl bond formation by direct arylation as well as its application to the synthesis of important compounds including natural products, pharmaceuticals, catalyst ligands and materials. Studies focused on developing milder, lower temperature direct arylation reactions are discussed in addition to recent studies that focused on the fine-tuning of catalyst systems to allow for the use of more inexpensive and industrially attractive aryl chlorides. It is emphasized that these studies will help both synthetic and material chemicals a great deal, making direct arylation a valuable tool for diverse academic and industrial applications.
引用
收藏
页码:174 / 238
页数:65
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共 347 条
  • [81] Benzo[b]thiophene as a template for substituted quinolines and tetrahydroquinolines
    Chabert, JFD
    Chatelain, G
    Pellet-Rostaing, S
    Bouchu, D
    Lemaire, M
    [J]. TETRAHEDRON LETTERS, 2006, 47 (06) : 1015 - 1018
  • [82] An efficient phosphine-free palladium coupling for the synthesis of new 2-arylbenzo[b]thiophenes
    Chabert, JFD
    Joucla, L
    David, E
    Lemaire, M
    [J]. TETRAHEDRON, 2004, 60 (14) : 3221 - 3230
  • [83] Towards a facile synthesis of triarylethanones:: palladium-catalyzed arylation of ketone enolates under homogeneous and heterogeneous conditions
    Churruca, F
    SanMartin, R
    Carril, M
    Tellitu, I
    Domínguez, E
    [J]. TETRAHEDRON, 2004, 60 (10) : 2393 - 2408
  • [84] A practical six-step synthesis of (S)-camptothecin
    Comins, DL
    Nolan, JM
    [J]. ORGANIC LETTERS, 2001, 3 (26) : 4255 - 4257
  • [85] A 6-STEP SYNTHESIS OF (+/-)-CAMPTOTHECIN
    COMINS, DL
    HONG, H
    SAHA, JK
    GAO, JH
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (18) : 5120 - 5121
  • [86] A 10-STEP, ASYMMETRIC-SYNTHESIS OF (S)-CAMPTOTHECIN
    COMINS, DL
    BAEVSKY, MF
    HONG, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (27) : 10971 - 10972
  • [87] Concise synthesis of mappicine ketone and (+/-)-mappicine
    Comins, DL
    Saha, JK
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (26) : 9623 - 9624
  • [88] Selected patented cross-coupling reaction technologies
    Corbet, Jean-Pierre
    Mignani, Gerard
    [J]. CHEMICAL REVIEWS, 2006, 106 (07) : 2651 - 2710
  • [89] CULIN DA, 2003, ACCOUNTS CHEM RES, V36, P234
  • [90] Palladium- and copper-catalyzed synthesis of medium- and large-sized ring-fused dihydroazaphenanthrenes and 1,4-benzodiazepine-2,5-diones. Control of reaction pathway by metal-switching
    Cuny, G
    Bois-Choussy, M
    Zhu, JP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (44) : 14475 - 14484