AN EFFICIENT PALLADIUM-CATALYZED REACTION OF PROPARGYL HALIDES, TOSYLATES AND ACETATES WITH TERMINAL ALKYNES

被引:23
作者
GUEUGNOT, S
LINSTRUMELLE, G
机构
[1] Laboratoire de Chimie, Ecole Normale Supérieure, 75231 Paris Cedex 05
关键词
PALLADIUM; COPPER; PROPARGYL HALIDES; 1,2-DIEN-4-YNES;
D O I
10.1016/S0040-4039(00)79245-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of palladium complexes and copper iodide, the reaction of propargyl halides with terminal alkynes proceeds rapidly to give conjugated allenynes in high yield. Propargyl acetates and tosylates are also suited to the preparation of such allenes.
引用
收藏
页码:3853 / 3856
页数:4
相关论文
共 16 条
  • [1] ANTIBIOTICS FROM BASIDIOMYCETES .10. SCORODONIN, A NEW ANTI-BACTERIAL AND ANTIFUNGAL METABOLITE FROM MARASMIUS-SCORODONIUS (FR) FR
    ANKE, T
    KUPKA, J
    SCHRAMM, G
    STEGLICH, W
    [J]. JOURNAL OF ANTIBIOTICS, 1980, 33 (05) : 463 - 467
  • [2] BAKER CSL, 1963, P CHEM SOC LONDON, P340
  • [3] ALLENES .8. A NEW METHOD FOR SYNTHESIS OF ALLENYNES
    BAKER, CSL
    LANDOR, PD
    LANDOR, SR
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1965, (SEP): : 4659 - &
  • [4] BAUDOUY E, 1975, B SOC CHIM FR, P2153
  • [5] NATURAL ACETYLENES .18. SOME ALLENIC POLYACETYLENES FROM BASIDOMYCETES
    BEW, RE
    CHAPMAN, JR
    JONES, ERH
    LOWE, BE
    LOWE, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1966, (02): : 129 - &
  • [6] THE STRUCTURE OF THE ANTIBIOTIC MYCOMYCIN
    CELMER, WD
    SOLOMONS, IA
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (07) : 1870 - 1871
  • [7] ALLENYLPALLADIUM(II) SPECIES - POSSIBLE INTERMEDIATES IN THE TETRAKIS(TRIPHENYLPHOSPHINE)PALLADIUM(0)-CATALYSED FORMATION OF ALLENES FROM PROP-2-YNYLIC SUBSTRATES
    ELSEVIER, CJ
    KLEIJN, H
    RUITENBERG, K
    VERMEER, P
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (24) : 1529 - 1530
  • [8] ANTI STEREOSELECTIVITY IN THE PALLADIUM(0)-CATALYZED CONVERSION OF PROPARGYLIC ESTERS INTO ALLENES BY PHENYLZINC CHLORIDE
    ELSEVIER, CJ
    STEHOUWER, PM
    WESTMIJZE, H
    VERMEER, P
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (07) : 1103 - 1105
  • [9] SYNTHESIS, STRUCTURE, AND REACTIVITY OF SOME (OMICRON-ALLENYL)PALLADIUM(II) AND (OMICRON-PROP-2-YNYL)PALLADIUM(II) COMPLEXES
    ELSEVIER, CJ
    KLEIJN, H
    BOERSMA, J
    VERMEER, P
    [J]. ORGANOMETALLICS, 1986, 5 (04) : 716 - 720
  • [10] JEFFERYLUONG T, 1983, SYNTHESIS-STUTTGART, P32