A Powerful Palladium-Catalyzed Multicomponent Process for the Preparation of Oxazolines and Benzoxazoles

被引：105
作者：
Boissarie, Patrick J. [1 ]
Hamilton, Zoe E. [1 ]
Lang, Stuart [1 ]
Murphy, John A. [1 ]
Suckling, Colin J. [1 ]
机构：
[1] Univ Strathclyde, Dept Pure & Appl Chem, WestCHEM, Glasgow G1 1XL, Lanark, Scotland
来源：
ORGANIC LETTERS | 2011年 / 13卷 / 23期
基金：
英国工程与自然科学研究理事会;
关键词：
3-COMPONENT REACTION; ISOCYANIDE; ALDEHYDES; AMIDINES; ACCESS;
D O I：
10.1021/ol202725y
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Efficient and convenient three-component couplings of an aryl halide, isocyanide, and an amino alcohol under palladium catalysis provide a range of oxazolines and benzoxazoles in excellent yield.
引用
收藏
页码：6256 / 6259
页数：4
相关论文
共 39 条
  • [1] Anodic methoxylation and acetoxylation of imines and imidates
    Baba, D
    Fuchigami, T
    [J]. TETRAHEDRON LETTERS, 2003, 44 (15) : 3133 - 3136
  • [2] Palladium-mediated cascade or multicomponent reactions: A new route to carbo- and heterocyclic compounds
    Balme, G
    Bouyssi, D
    Monteiro, N
    [J]. PURE AND APPLIED CHEMISTRY, 2006, 78 (02) : 231 - 239
  • [3] Pd-assisted multicomponent synthesis of heterocycles
    Balme, G
    Bossharth, E
    Monteiro, N
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (21) : 4101 - 4111
  • [4] Biginelli P., 1893, GAZZ CHIM ITAL, V23, P360
  • [5] Amines as key building blocks in Pd-assisted multicomponent processes
    Bouyssi, Didier
    Monteiro, Nuno
    Balme, Genevieve
    [J]. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 : 1387 - 1406
  • [6] Passerini Three-Component Reaction of Alcohols under Catalytic Aerobic Oxidative Conditions
    Brioche, Julien
    Masson, Geraldine
    Zhu, Jieping
    [J]. ORGANIC LETTERS, 2010, 12 (07) : 1432 - 1435
  • [7] Multi-component syntheses of heterocycles by transition-metal catalysis
    D'Souza, Daniel M.
    Mueller, Thomas J. J.
    [J]. CHEMICAL SOCIETY REVIEWS, 2007, 36 (07) : 1095 - 1108
  • [8] Synthesis of Alkyl Alkynyl Ketones by Pd/Light-Induced Three-Component Coupling Reactions of Iodoalkanes, CO, and 1-Alkynes
    Fusano, Akira
    Fukuyama, Takahide
    Nishitani, Satoshi
    Inouye, Takaya
    Ryu, Ilhyong
    [J]. ORGANIC LETTERS, 2010, 12 (10) : 2410 - 2413
  • [9] Catalytic multicomponent reactions for the synthesis of N-aryl trisubstituted pyrroles
    Galliford, Chris V.
    Scheidt, Karl A.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (05) : 1811 - 1813
  • [10] New focused microwave approach to the synthesis of amino-substituted pyrroloisoquinolines and pyrroloquinolines via a sequential multi-component coupling process
    Hopkin, Mark D.
    Baxendale, Ian R.
    Ley, Steven V.
    [J]. SYNTHESIS-STUTTGART, 2008, (11): : 1688 - 1702
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