Efficient palladium-catalysed enamide synthesis from enol triflates and enol tosylates

被引:54
|
作者
Willis, MC [1 ]
Brace, GN
Holmes, IP
机构
[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England
[2] GlaxoSmithKline Inc, Med Res Ctr, Discovery Res, Stevenage SG1 2NY, Herts, England
来源
SYNTHESIS-STUTTGART | 2005年 / 19期
关键词
enamides; palladium; catalysis; enol triflates; enol tosylates;
D O I
10.1055/s-2005-918480
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Catalysts generated from Pd-2(dba)(3) and biphenyl ligands 4 and 7 efficiently promote the coupling of amides and carbamates With unactivated vinyl triflates and tosylates, to provide enamides in food to excellent yields.
引用
收藏
页码:3229 / 3234
页数:6
相关论文
共 50 条
  • [21] Decarboxylative elimination of enol triflates as a general synthesis of acetylenes
    Fleming, I
    Ramarao, C
    CHEMICAL COMMUNICATIONS, 1999, (12) : 1113 - 1114
  • [22] Stereoselective synthesis of acetoacetate-derived enol triflates
    Babinski, David
    Soltani, Omid
    Frantz, Doug E.
    ORGANIC LETTERS, 2008, 10 (13) : 2901 - 2904
  • [23] Synthesis of cyclobutanones and four-membered enol ethers by using a rearrangement reaction of enol triflates
    Tanino, K
    Aoyagi, K
    Kirihara, Y
    Ito, Y
    Miyashita, M
    TETRAHEDRON LETTERS, 2005, 46 (07) : 1169 - 1172
  • [24] Decarboxylative elimination of enol triflates as a general synthesis of acetylenes
    Fleming, I
    Ramarao, C
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2004, 2 (10) : 1504 - 1510
  • [25] Palladium Catalyzed Stereoselective C-Glycosylation of Glycals with Enol Triflates
    Bai, Yaguang
    Leow, Minli
    Zeng, Jing
    Liu, Xue-Wei
    ORGANIC LETTERS, 2011, 13 (20) : 5648 - 5651
  • [26] PALLADIUM-CATALYZED VINYLATION OF ALLYLIC ALCOHOLS WITH ENOL TRIFLATES - A CONVENIENT SYNTHESIS OF CONJUGATED DIENOLS
    BERNOCCHI, E
    CACCHI, S
    CIATTINI, PG
    MORERA, E
    ORTAR, G
    TETRAHEDRON LETTERS, 1992, 33 (21) : 3073 - 3076
  • [27] Palladium-Catalyzed Synthesis of Alkynes via a Tandem Decarboxylation/Elimination of (E)-Enol Triflates
    Munteanu, Charissa
    Frantz, Doug E.
    ORGANIC LETTERS, 2016, 18 (16) : 3937 - 3939
  • [28] Tosylates in palladium-catalysed coupling reactions. Application to the synthesis of arylcoumarin inhibitors of gyrase B
    Schio, L
    Chatreaux, F
    Klich, M
    TETRAHEDRON LETTERS, 2000, 41 (10) : 1543 - 1547
  • [29] EFFICIENT SYNTHESIS OF ENOL CARBONATES
    OLOFSON, RA
    CUOMO, J
    BAUMAN, BA
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (10): : 2073 - 2075
  • [30] Palladium-Catalysed Synthesis and Transformation of Quinolones
    Silva, Vera L. M.
    Silva, Artur M. S.
    MOLECULES, 2019, 24 (02)