Catalytic alkylation of benzylic C-H bonds with 1,3-dicarbonyl compounds utilizing oxygen as terminal oxidant

被引：40
作者：
Correia, Camille A. [1 ]
Li, Chao-Jun [1 ]
机构：
[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
来源：
TETRAHEDRON LETTERS | 2010年 / 51卷 / 08期
基金：
加拿大自然科学与工程研究理事会;
关键词：
DEHYDROGENATIVE-COUPLING CDC; N-HYDROXYPHTHALIMIDE; MOLECULAR-OXYGEN; OXIDATIVE CYANATION; ALLYLIC ALKYLATION; TERTIARY-AMINES; EFFICIENT; BENZYLATION; ACTIVATION; ALCOHOLS;
D O I：
10.1016/j.tetlet.2009.12.080
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The oxidative alkylation of benzylic C-H bonds with 1,3-dicarbonyl compounds was developed using oxygen as the terminal oxidant in the presence of catalytic amounts of FeCl2, CuCl and NHPL (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1172 / 1175
页数：4
相关论文
共 56 条
  • [1] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation
    Alberico, Dino
    Scott, Mark E.
    Lautens, Mark
    [J]. CHEMICAL REVIEWS, 2007, 107 (01) : 174 - 238
  • [2] Hydroxylamines as oxidation catalysts: Thermochemical and kinetic studies
    Amorati, R
    Lucarini, M
    Mugnaini, V
    Pedulli, GF
    Minisci, F
    Recupero, F
    Fontana, F
    Astolfi, P
    Greci, L
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (05) : 1747 - 1754
  • [3] Microwave-irradiated transition-metal catalysis: Rapid and efficient dehydrative carbon-carbon coupling of alcohols with active methylenes
    Babu, Srinivasarao Arulananda
    Yasuda, Makoto
    Tsukahara, Yasunori
    Yamauchi, Tomohisa
    Wada, Yuji
    Baba, Akio
    [J]. SYNTHESIS-STUTTGART, 2008, 11 (11): : 1717 - 1724
  • [4] Copper-catalyzed oxidative sp3 C-H bond arylation with aryl boronic acids
    Basle, Olivier
    Li, Chao-Jun
    [J]. ORGANIC LETTERS, 2008, 10 (17) : 3661 - 3663
  • [5] Bergman RG, 2007, NATURE, V446, P391, DOI 10.1038/446391a
  • [6] Copper-catalyzed oxidative coupling of benzylic C-H bonds with 1,3-dicarbonyl compounds
    Borduas, Nadine
    Powell, David A.
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (19) : 7822 - 7825
  • [7] Ruthenium-catalyzed oxidative cross-coupling of chelating arenes and cycloalkanes
    Deng, Guojun
    Zhao, Liang
    Li, Chao-Jun
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (33) : 6278 - 6282
  • [8] An Unusual Peroxide-Mediated Amination of Cycloalkanes with Nitroarenes
    Deng, Guojun
    Chen, Wenwen
    Li, Chao-Jun
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (03) : 353 - 356
  • [9] Sc(OTf)3-Catalyzed Direct Alkylation of Quinolines and Pyridines with Alkanes
    Deng, Guojun
    Li, Chao-Jun
    [J]. ORGANIC LETTERS, 2009, 11 (05) : 1171 - 1174
  • [10] Dyker G, 2005, HANDBOOK OF C-H TRANSFORMATIONS: APPLICATIONS IN ORGANIC SYNTHESIS, VOL 1, pV
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