Palladium-catalyzed 1,2-addition of potassium aryl- and alkenyltrifluoroborates to aldehydes using thioether-imidazolinium carbene ligands

被引:40
|
作者
Kuriyama, Masami [1 ]
Shimazawa, Rumiko [1 ]
Enomoto, Terumichi [1 ]
Shirai, Ryuichi [1 ]
机构
[1] Doshisha Womens Coll Liberal Arts, Fac Pharmaceut Sci, Kyoto 6100395, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 17期
基金
日本学术振兴会;
关键词
D O I
10.1021/jo801352h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed 1,2-addition of potassium aryl- and alkenyltrifluoroborates to aldehydes using thioether-imidazolinium carbene ligands proceeded readily under aqueous conditions. This process tolerated a diverse range of potassium trifluoroborate salts and aldehydes, giving a variety of carbinol derivatives with good to excellent yields.
引用
收藏
页码:6939 / 6942
页数:4
相关论文
共 25 条
  • [21] Palladium-catalyzed Aerobic Oxidation Reaction of 1-Heptanol in Water using Water-soluble N-Heterocyclic Carbene Ligands
    Cho, Beom Shin
    Jung, Il Gu
    Chung, Young Keun
    Han, Jin Wook
    [J]. BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2015, 36 (02) : 451 - 452
  • [22] Palladium-Catalyzed Synthesis of 1,2-Diketones from Aryl Halides and Organoaluminum Reagents Using tert-Butyl Isocyanide as the CO Source
    Chen, Bo
    Wu, Xiao-Feng
    [J]. ORGANIC LETTERS, 2020, 22 (02) : 636 - 641
  • [23] Palladium-catalyzed Suzuki-Miyaura coupling with aryl and heteroaryl bromides using N,N,N′,N′-tetra(diphenylphosphinomethyl)-1,2-ethylenediamine
    Wang, Kun
    Yi, Tao
    Yu, Xiaojun
    Zheng, Xueli
    Fu, Haiyan
    Chen, Hua
    Li, Ruixiang
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2012, 26 (07) : 342 - 346
  • [24] Palladium-Catalyzed Direct Arylation-Based Domino Synthesis of Annulated N-Heterocycles Using Alkenyl or (Hetero)Aryl 1,2-Dihalides
    Ackermann, Lutz
    Althammer, Andreas
    Mayer, Peter
    [J]. SYNTHESIS-STUTTGART, 2009, (20): : 3493 - 3503
  • [25] Environmentally-Safe Conditions for a Palladium-Catalyzed Direct C3-Arylation with High Turn Over Frequency of Imidazo[1,2-b]pyridazines Using Aryl Bromides and Chlorides
    Chikhi, Sabah
    Djebbar, Safia
    Soule, Jean-Francois
    Doucet, Henri
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (17) : 2443 - 2452