Palladium-Catalyzed Carbonylation/Acyl Migratory Insertion Sequence

被引:140
作者
Zhang, Zhenhua
Liu, Yiyang
Gong, Mingxing
Zhao, Xiaokun
Zhang, Yan
Wang, Jianbo [1 ]
机构
[1] Peking Univ, Coll Chem, BNLMS, Minist Educ, Beijing 100871, Peoples R China
关键词
carbenes; carbonylation; diazo compounds; migratory insertion; palladium; ALPHA-DIAZOCARBONYL COMPOUNDS; CROSS-COUPLING REACTIONS; CARBENE INSERTION; BENZYL BROMIDES; VINYL HALIDES; ARYL HALIDES; COMPLEXES; DIAZOESTERS; IODIDES;
D O I
10.1002/anie.200906349
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Chemical Equation Presented On the move: A palladium-catalyzed reaction of aryl iodides, diazo compounds or N-tosylhyd razones, and carbon monoxide affords β-oxo esters or ketones/ enones (see scheme; DCE = l,2-dichloroethane). The products are delivered with high efficiency through the title sequence. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA,.
引用
收藏
页码:1139 / 1142
页数:4
相关论文
共 32 条
  • [21] Palladium-Catalyzed Insertion of α-Diazoesters into Vinyl Halides To Generate α,β-Unsaturated γ-Amino Esters
    Kudirka, Romas
    Devine, Sean K. J.
    Adams, Christopher S.
    Van Vranken, David L.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (20) : 3677 - 3680
  • [22] HOMOGENEOUS MULTIMETALLIC CATALYSTS .11. CARBONYLATION OF ARYL IODIDES WITH HSIET(3) CATALYZED BY PD-CO BIMETALLIC SYSTEMS
    MISUMI, Y
    ISHII, Y
    HIDAI, M
    [J]. ORGANOMETALLICS, 1995, 14 (04) : 1770 - 1775
  • [23] Negishi E., 2002, Handbook of Organopalladium Chemistry for Organic Synthesis, V2, P2309
  • [24] Neumann H., 2009, ANGEW CHEM, V121, P4176, DOI 10.1002/ange.200900013
  • [25] Palladium-catalyzed cross-coupling of α-diazocarbonyl compounds with arylboronic acids
    Peng, Cheng
    Wang, Yan
    Wang, Jianbo
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (05) : 1566 - +
  • [26] Palladium-catalyzed cross-coupling of aryl or vinyl iodides with ethyl diazoacetate
    Peng, Cheng
    Cheng, Jiajia
    Wang, Jianbo
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (28) : 8708 - +
  • [27] Synthesis and reactivity of four-membered azapalladacycles derived from N,N-dialkyl-2-iodoanilines:: Insertion reactions of carbenes into the carbon-palladium bond
    Solé, D
    Vallverdú, L
    Solans, X
    Font-Bardia, M
    Bonjoch, J
    [J]. ORGANOMETALLICS, 2004, 23 (06) : 1438 - 1447
  • [28] Solé D, 1999, ANGEW CHEM INT EDIT, V38, P395, DOI 10.1002/(SICI)1521-3773(19990201)38:3<395::AID-ANIE395>3.0.CO
  • [29] 2-5
  • [30] Sole D., 1999, ANGEW CHEM, V111, P408