A REGIOSELECTIVE SYNTHESIS OF 3-ISOPRENYL-4-HYDROXYCOUMARINS

被引:14
作者
APPENDINO, G [1 ]
CRAVOTTO, G [1 ]
NANO, GM [1 ]
PALMISANO, G [1 ]
机构
[1] CNR,DIPARTIMENTO CHIM ORGAN & IND,CTR STUDIO SOSTANZE ORGAN NAT,I-20133 MILAN,ITALY
关键词
D O I
10.1080/00397919208019073
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
the dianion of ethyl 3-(2-hydroxyphenyl)-3-oxopropanoate can be regioselectively alkylated with isoprenyl bromides to give, after hydrolytic work-up, the corresponding 3-substituted-4-hydroxycoumarins.
引用
收藏
页码:2205 / 2212
页数:8
相关论文
共 14 条
  • [1] THE CHEMISTRY OF COUMARIN DERIVATIVES .3. SYNTHESIS OF 3-ALKYL-4-HYDROXYCOUMARINS BY REDUCTIVE FRAGMENTATION OF 3,3'-ALKYLIDENE-4,4'-DIHYDROXYBIS[COUMARINS]
    APPENDINO, G
    CRAVOTTO, G
    TAGLIAPIETRA, S
    FERRARO, S
    NANO, GM
    PALMISANO, G
    [J]. HELVETICA CHIMICA ACTA, 1991, 74 (07) : 1451 - 1458
  • [2] OMEGA-OXYGENATED PRENYLATED COUMARINS FROM FERULA-COMMUNIS
    APPENDINO, G
    TAGLIAPIETRA, S
    GARIBOLDI, P
    NANO, GM
    PICCI, V
    [J]. PHYTOCHEMISTRY, 1988, 27 (11) : 3619 - 3624
  • [3] SYNTHESIS AND PROTEIN-TYROSINE KINASE INHIBITORY ACTIVITIES OF FLAVONOID ANALOGS
    CUSHMAN, M
    NAGARATHNAM, D
    BURG, DL
    GEAHLEN, RL
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (02) : 798 - 806
  • [4] GONZALEZ AG, 1981, AN QUIM C-ORG BIOQ, V77, P63
  • [5] GONZALEZ AG, 1983, AN QUIM C-ORG BIOQ, V79, P265
  • [6] KREISER W, 1987, THESIS U DORTMUND
  • [7] KUMAR RJ, 1990, SYNTHESIS-STUTTGART, P535
  • [8] MAJUMDAR KC, 1990, INDIAN J CHEM B, V29, P483
  • [9] COUMARINS
    MURRAY, RDH
    [J]. NATURAL PRODUCT REPORTS, 1989, 6 (06) : 591 - 624
  • [10] Studies on 4-hydroxycoumarins. II. The condensation of aldehydes with 4-hydroxycoumarins
    Sullivan, WR
    Huebner, CF
    Stahmann, MA
    Link, KP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1943, 65 : 2288 - 2291