OXIDATION OF FLAVONOLS VIA OXYTHALLATION USING THALLIUM(III) ACETATE (TTA) AND THALLIUM(III) NITRATE (TTN) IN METHANOL

被引:10
作者
SINGH, OV [1 ]
KHANNA, MS [1 ]
TANWAR, MP [1 ]
GARG, CP [1 ]
KAPOOR, RP [1 ]
机构
[1] KURUKSHETRA UNIV,DEPT CHEM,KURUKSHETRA 132119,HARYANA,INDIA
关键词
D O I
10.1080/00397919008053187
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxadation of flavonols (la-f) α-nanhthoftavonol (3) and 6-propionylflavonols (5a-b) to 2,3-dimethoxy-3-hydroxy-flavanones (2a-f), 2,3-dimethoxy-3-hydroxy- a-naphthoflavanone (4.) and 2,3-dimethoxy-3-hydroxy-6-propionylflavanones (6a-b), respectively, using thallium(III) acetate and thallium(III) nitrate in methanol is described. A mechanistic Scheme of these transformations has also been proposed. © 1990, Taylor & Francis Group, LLC. All rights reserved.
引用
收藏
页码:2401 / 2408
页数:8
相关论文
共 11 条
  • [1] Algar J., 1934, PROC ROYAL IRISH ACA, V42B, P1
  • [3] MCKILLOP A, 1973, J AM CHEM SOC, V95, P3340, DOI 10.1021/ja00791a043
  • [4] MORIARTY RM, 1986, HETEROCYCLES, V24, P1641
  • [5] Oyamada T., 1934, J CHEM SOC JPN, V55, P1256
  • [6] Singh O. V., 1989, THESIS KURUKSHETRA U
  • [7] DEHYDROGENATION OF FLAVANONES TO FLAVONES USING THALLIUM(III) ACETATE (TTA)
    SINGH, OV
    KAPOOR, RP
    [J]. TETRAHEDRON LETTERS, 1990, 31 (10) : 1459 - 1462
  • [8] SINGH OV, 1990, TETRAHEDRON LETT, V31
  • [9] SMITH MA, 1965, J ORG CHEM, V30, P989
  • [10] THALLIUM IN ORGANIC-SYNTHESIS .43. NOVEL OXIDATIVE REARRANGEMENTS WITH THALLIUM(III) NITRATE (TTN) IN TRIMETHYL ORTHOFORMATE (TMOF)
    TAYLOR, EC
    ROBEY, RL
    LIU, KT
    FAVRE, B
    BOZIMO, HT
    CONLEY, RA
    CHIANG, CS
    MCKILLOP, A
    FORD, ME
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) : 3037 - 3038