PREPARATION OF DELTA-CHLORO-ALPHA-ALLENYLKETONES BY ACYLATION OF 3-BUTEN-1-YNES

被引:8
|
作者
SANTELLIROUVIER, C [1 ]
LEFRERE, S [1 ]
MAMAI, M [1 ]
SANTELLI, M [1 ]
机构
[1] CTR ST JEROME,CNRS,SYNTH ORGAN LAB,F-13397 MARSEILLE 20,FRANCE
关键词
D O I
10.1016/0040-4039(95)00270-M
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
AlCl3 mediated acylation of 3-buten-1-yne derivatives with acyl chlorides yields a mixture of 5-chloro-2,3-pentadienones and 3-chloro-2,4-pentadienones. The proportion of allenylketones vs conjugated dienic ketones depends on the substitution pattern of the starting enyne. Acylation of 5-acetoxy-3-buten-1-ynes leads to the corresponding allenylketones (6-acetoxy-5-chloro-2,3-pentadienones).
引用
收藏
页码:2459 / 2460
页数:2
相关论文
共 50 条
  • [1] Preparation of delta-chloro-alpha-allenyl ketones by acylation of 3-buten-1-ynes
    SantelliRouvier, C
    Lefrere, S
    Santelli, M
    JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (19): : 6678 - 6684
  • [2] Regio- and stereoselective hydrosilylation of 1,4-bis(trimethylsilyl)-3-buten-1-ynes
    Maruyama, Y
    Yoshiuchi, K
    Ozawa, F
    Wakatsuki, Y
    CHEMISTRY LETTERS, 1997, (07) : 623 - 624
  • [3] Synthesis of Functional 3-Buten-1-ynes and 1,3-Butadienes with Silsesquioxane Moiety via Hydrosilylation of 1,3-Diynes
    Stefanowska, Kinga
    Franczyk, Adrian
    Szyling, Jakub
    Walkowiak, Jedrzej
    CHEMCATCHEM, 2019, 11 (19) : 4848 - 4853
  • [4] PALLADIUM(0)-CATALYZED HYDROBORATION OF 1-BUTEN-3-YNES - PREPARATION OF ALLENYLBORANES
    MATSUMOTO, Y
    NAITO, M
    HAYASHI, T
    ORGANOMETALLICS, 1992, 11 (07) : 2732 - 2734
  • [5] A QUICK PROCEDURE FOR THE PREPARATION OF 1-N,N-DIALKYLAMINO-1-BUTEN-3-YNES
    BRANDSMA, L
    VERKRUIJSSE, HD
    SYNTHETIC COMMUNICATIONS, 1991, 21 (06) : 807 - 810
  • [6] SYNTHESIS OF 4-DIALKYLAMINO-1-ACYL-1-BUTEN-3-YNES
    OSTROUMOV, IG
    KHAKUNOVA, EY
    TSILKO, AE
    MARETINA, IA
    PETROV, AA
    ZHURNAL ORGANICHESKOI KHIMII, 1990, 26 (12): : 2508 - 2510
  • [7] REACTIONS OF 1-DIALKYLAMINO-1-BUTEN-3-YNES WITH BIFUNCTIONAL REAGENTS WITH REACTION CENTERS IN ALPHA,GAMMA-POSITIONS
    SOKOLOVA, EA
    MARETINA, IA
    PETROV, AA
    ZHURNAL ORGANICHESKOI KHIMII, 1988, 24 (01): : 88 - 92
  • [8] KINETICS AND MECHANISM OF ACID CATALYTIC HYDROLYSIS OF 1-ALKYLTHIO-1-BUTEN-3-YNES
    KHUDYAKOVA, AN
    VOLKOV, AN
    TROFIMOV, BA
    MAMETOVA, LV
    KUDYAKOVA, RN
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1975, 24 (09): : 1856 - 1860
  • [9] DIACETYLENE DERIVATIVES .29. HALOGENATION AND HYDROHALOGENATION OF 1-ALKOXY-1-BUTEN-3-YNES
    KUDYAKOVA, RN
    AZIMOVA, SI
    TSETLINA, EO
    VOLKOV, AN
    ZHURNAL ORGANICHESKOI KHIMII, 1974, 10 (05): : 949 - 953
  • [10] DIACETYLENE DERIVATIVES .32. REACTION OF 1-ALKOXY-1-BUTEN-3-YNES WITH GLYCOLS
    VOLKOV, AN
    KHUDYAKOVA, AN
    ZHURNAL ORGANICHESKOI KHIMII, 1975, 11 (01): : 43 - 47