Heterocycles from gold catalysis

被引:351
作者
Rudolph, Matthias [1 ]
Hashmi, A. Stephen K. [1 ]
机构
[1] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany
关键词
GOLD(I)-CATALYZED INTRAMOLECULAR HYDROAMINATION; HIGHLY EFFICIENT SYNTHESIS; CARBONYL-COMPOUNDS; INTERMOLECULAR ADDITION; CATIONIC GOLD(I); TANDEM; COMPLEXES; CYCLOADDITION; 2-(1-ALKYNYL)-2-ALKEN-1-ONES; 2,3,4,5-TETRAHYDROPYRIDINES;
D O I
10.1039/c1cc10780a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The article reviews the most important developments in the synthesis of heterocycles by gold catalysts for reactions directly involving the heteroatoms in the reacting groups. Reactions without direct participation of the hetero atoms, for example in substrates with the heteroatom in a tether between the reacting groups, are not included. In the last decade homogeneous gold catalysis has emerged from a handful of scattered publications to a hot topic, an area with now hundreds of publications per year. Among the many different products accessible by the new methods developed, heterocycles are probably the most important class of compounds with significant impact on the synthesis of agrochemicals and pharmaceuticals.
引用
收藏
页码:6536 / 6544
页数:9
相关论文
共 65 条
  • [1] Sequential amination/annulation/aromatization reaction of carbonyl compounds and propargylamine: A new one-pot approach to functionalized pyridines
    Abbiati, G
    Arcadi, A
    Bianchi, G
    Di Giuseppe, S
    Marinelli, F
    Rossi, E
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18) : 6959 - 6966
  • [2] Gold(III)-catalyzed annulation of 2-alkynylanilines: A mild and efficient synthesis of indoles and 3-haloindoles
    Arcadi, A
    Bianchi, G
    Marinelli, F
    [J]. SYNTHESIS-STUTTGART, 2004, (04): : 610 - 618
  • [3] Tandem Enzyme/Gold-Catalysis: From Racemic α-Allenic Acetates to Enantiomerically Enriched 2,5-Dihydrofurans in One Pot
    Asikainen, Martta
    Krause, Norbert
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (14-15) : 2305 - 2309
  • [4] Gold-catalyzed intermolecular Hetero-Dehydro-Diels-Alder cycloaddition of captodative dienynes with nitriles:: A new reaction and regioselective direct access to pyridines
    Barluenga, Jose
    Fernandez-Rodriguez, Manuel Angel
    Garcia-Garcia, Patricia
    Aguilar, Enrique
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (09) : 2764 - +
  • [5] Enantioselective One-Pot Organocatalytic Michael Addition/Gold-Catalyzed Tandem Acetalization/Cyclization
    Belot, Sebastien
    Vogt, Kim A.
    Besnard, Celine
    Krause, Norbert
    Alexakis, Alexandre
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (47) : 8923 - 8926
  • [6] Gold(I)-catalyzed intramolecular hydroamination of unactivated alkenes with carboxamides
    Bender, Christopher F.
    Widenhoefer, Ross A.
    [J]. CHEMICAL COMMUNICATIONS, 2006, (39) : 4143 - 4144
  • [7] Gold-Catalyzed Intramolecular Aminoarylation of Alkenes: C-C Bond Formation through Bimolecular Reductive Elimination
    Brenzovich, William E., Jr.
    Benitez, Diego
    Lackner, Aaron D.
    Shunatona, Hunter P.
    Tkatchouk, Ekaterina
    Goddard, William A., III
    Toste, F. Dean
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (32) : 5519 - 5522
  • [8] COMBETTES LE, 2010, CHEM-EUR J, V16, P4739
  • [9] Efficient cyclization routes to substituted heterocyclic compounds mediated by transition-metal catalysts
    Cossy, Janine
    [J]. PURE AND APPLIED CHEMISTRY, 2010, 82 (07) : 1365 - 1373
  • [10] Carbo- and heterocyclisation of oxygen- and nitrogen-containing electrophiles by platinum, gold, silver and copper species
    Das, Arindam
    Abu Sohel, Shariar Md.
    Liu, Rai-Shung
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (05) : 960 - 979