A palladium-catalyzed route for α-alkylation of ketones by primary alcohols

被引：109
|
作者：
Cho, CS [1 ]
机构：
[1] Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea
来源：
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2005年 / 240卷 / 1-2期
关键词：
alpha-alkylation; hydrogen acceptor; ketoncs; palladium catalysts; primary alcohols;
D O I：
10.1016/j.molcata.2005.06.043
中图分类号：
O64 [物理化学（理论化学）、化学物理学];
学科分类号：
070304 ; 081704 ;
摘要：
Ketones react with primary alcohols in dioxane at 100 degrees C in the presence of a catalytic amount of Pd/C and KOH along with 1-decene as a sacrificial hydrogen acceptor to give the corresponding coupled ketones in moderate to good yields. The catalytic pathway seems to be proceeded via a sequence involving initial oxidation of primary alcohols to aldehydes, cross aldol condensation, and regioselective reduction. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码：55 / 60
页数：6
相关论文
共 50 条
  • [41] Palladium single-atom catalyst supported on ceria for α-alkylation of ketones with primary alcohols
    Yang, Dongyuan
    Wang, Hongli
    Liu, Ce
    Chang, Chun-Ran
    CATALYSIS SCIENCE & TECHNOLOGY, 2023, 13 (10) : 3174 - 3181
  • [42] Alkylation of amines with alcohols catalyzed by palladium nanoparticles
    Reyes-Rios, Grisell
    Garcia, Juventino J.
    INORGANICA CHIMICA ACTA, 2012, 392 : 317 - 321
  • [43] A New Route to Fused Aromatic Compounds by Using a Palladium-Catalyzed Alkylation -Alkenylation Sequence
    Lautens, Mark
    Piguel, Sandrine
    Angewandte Chemie (International Edition in English), 2000, 39 (06): : 1045 - 1046
  • [44] A new route to fused aromatic compounds by using a palladium-catalyzed alkylation - Alkenylation sequence
    Lautens, M
    Piguel, S
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2000, 39 (06) : 1045 - +
  • [45] A route to annulated indoles via a palladium-catalyzed tandem alkylation/direct arylation reaction
    Bressy, C
    Alberico, D
    Lautens, M
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (38) : 13148 - 13149
  • [46] Palladium-catalyzed carbonylative/decarboxylative cross-coupling of α-bromo-ketones with allylic alcohols to γ,δ-unsaturated ketones
    Peng, Jin-Bao
    Wang, Le-Cheng
    Wu, Xiao-Feng
    TETRAHEDRON LETTERS, 2019, 60 (34)
  • [47] Palladium-catalyzed asymmetric allylic alkylation with an indenide
    Hayashi, T
    Suzuka, T
    Okada, A
    Kawatsura, M
    TETRAHEDRON-ASYMMETRY, 2004, 15 (03) : 545 - 548
  • [48] Palladium-catalyzed asymmetric alkylation of ketone enolates
    Trost, BM
    Schroeder, GM
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (28) : 6759 - 6760
  • [49] PALLADIUM-CATALYZED PROPARGYLIC VS ALLYLIC ALKYLATION
    KEINAN, E
    BOSCH, E
    JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (21): : 4006 - 4016
  • [50] Palladium-Catalyzed Decarbonylative Alkylation of Acyl Fluorides
    Fu, Liyan
    Chen, Qiang
    Wang, Zhenhua
    Nishihara, Yasushi
    ORGANIC LETTERS, 2020, 22 (06) : 2350 - 2353
12345