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
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
  • [31] Palladium-catalyzed Decarboxylative α-Polyfluoroarylation of Ketones
    Doi, Ryohei
    Hayashi, Kanako
    Sato, Yoshihiro
    CHEMISTRY LETTERS, 2021, 50 (06) : 1181 - 1183
  • [32] Palladium-catalyzed ortho C-H bond alkylation of benzylamides with α-bromo ketones
    Song, Jiao
    Chen, Wenbo
    Zhao, Yunjie
    Li, Chenglong
    Liang, Guang
    Huang, Lehao
    RSC ADVANCES, 2016, 6 (60): : 54984 - 54992
  • [33] Palladium-catalyzed addition of ketones to alkylidenecyclopropanes
    Camacho, DH
    Nakamura, I
    Oh, BH
    Saito, S
    Yamamoto, Y
    TETRAHEDRON LETTERS, 2002, 43 (16) : 2903 - 2907
  • [34] Direct α-alkylation of ketones with primary alcohols catalyzed by iridium-CNP complex
    Wang, Dawei
    Zhao, Keyan
    Ma, Piming
    Xu, Chongying
    Ding, Yuqiang
    TETRAHEDRON LETTERS, 2014, 55 (52) : 7233 - 7235
  • [35] N-Heterocyclic Carbene-Catalyzed α-Alkylation of Ketones with Primary Alcohols
    Zhu, Yanfang
    Cai, Chun
    Lu, Guoping
    HELVETICA CHIMICA ACTA, 2014, 97 (12) : 1666 - 1671
  • [36] Palladium-catalyzed silylation of alcohols with hexamethyldisilane
    Shirakawa, Eiji
    Hironaka, Koji
    Otsuka, Hidehito
    Hayashi, Tamio
    CHEMICAL COMMUNICATIONS, 2006, (37) : 3927 - 3929
  • [37] Palladium-Catalyzed Aminocarbonylation of Allylic Alcohols
    Li, Haoquan
    Neumann, Helfried
    Beller, Matthias
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (29) : 10050 - 10056
  • [38] PALLADIUM-CATALYZED TELOMERIZATION OF ISOPRENE WITH ALCOHOLS
    BEHR, A
    KEIM, W
    CHEMISCHE BERICHTE-RECUEIL, 1983, 116 (03): : 862 - 873
  • [39] Palladium-Catalyzed Amination of Allyl Alcohols
    Ghosh, Raju
    Sarkar, Amitabha
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (20): : 8508 - 8512