1,4-addition of arylsiloxanes to enones catalyzed by dicationic palladium(II) complexes in aqueous media

被引:42
|
作者
Nishikata, T [1 ]
Yamamoto, Y [1 ]
Miyaura, N [1 ]
机构
[1] Hokkaido Univ, Grad Sch Engn, Div Mol Chem, Sapporo, Hokkaido 0608628, Japan
关键词
D O I
10.1246/cl.2003.752
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Catalytic 1,4-addition of arylsiloxanes to enones was carried out at 75degreesC in the presence of a dicationic palladium(II) catalyst in aqueous 1,4-dioxane. A nitrile-free complex generated in situ from Pd(dba)(2) and Cu(BF4)(2) in the presence of dppe or dppben was recognized to be the best catalyst to achieve high yields for the representative enones and enals.
引用
收藏
页码:752 / 753
页数:2
相关论文
共 50 条
  • [21] Palladium-Catalyzed Asymmetric 1,4-Addition of Diarylphosphines to Quinone Monoketals
    Sun, Guijiu
    Xiao, Fanhua
    Duan, Weiliang
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (01) : 61 - 68
  • [22] Palladium catalyzed conjugate 1,4-addition of organoboronic acids to α,β-unsaturated ketones
    Yamamoto, T
    Iizuka, M
    Ohta, T
    Ito, Y
    CHEMISTRY LETTERS, 2006, 35 (02) : 198 - 199
  • [23] Rhodium-catalyzed asymmetric 1,4-addition of aryl- and alkenylboronic acids to enones
    Takaya, Y
    Ogasawara, M
    Hayashi, T
    Sakai, M
    Miyaura, N
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (22) : 5579 - 5580
  • [24] The Highly Efficient 1,4-Addition of TMSCN to Aromatic Enones Catalyzed by CsF with Water as the Additive
    Yang, Jingya
    Wang, Yinxian
    Wu, Shaoxiang
    Chen, Fu-Xue
    SYNLETT, 2009, (20) : 3365 - 3367
  • [25] Electrophilic 1,4-Addition of Carbon Dioxide and Aldehydes to Enones
    Okumura, Shintaro
    Torii, Kaoru
    Uozumi, Yasuhiro
    ORGANIC LETTERS, 2023, 25 (28) : 5226 - 5230
  • [26] SYNTHESIS OF BRANCHED SUGARS BY 1,4-ADDITION TO PYRANOSIDE ENONES
    PAULSEN, H
    KOEBERNICK, W
    CARBOHYDRATE RESEARCH, 1977, 56 (01) : 53 - 66
  • [27] RuIII-catalyzed double-conjugate 1,4-addition of indoles to symmetric enones
    Tabatabaeian, K.
    Mamaghani, M.
    Mahmoodi, N. O.
    Khorshidi, A.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 270 (1-2) : 112 - 116
  • [28] Application of chiral ionic liquids in the copper catalyzed enantioselective 1,4-addition of diethylzinc to enones
    Malhotra, Sanjay V.
    Wang, Yun
    TETRAHEDRON-ASYMMETRY, 2006, 17 (07) : 1032 - 1035
  • [29] CONJUGATE ADDITION OF IMIDAZOLINES - A PROTOCOL FOR 1,4-ADDITION TO ENONES AND OTHER ACCEPTORS
    JONES, RCF
    HIRST, SC
    TETRAHEDRON LETTERS, 1989, 30 (39) : 5361 - 5364
  • [30] Palladium-catalyzed 1,4-addition of diarylphosphines to α,β-unsaturated N-acylpyrroles
    Du, Dan
    Duan, Wei-Liang
    CHEMICAL COMMUNICATIONS, 2011, 47 (39) : 11101 - 11103