BILE PIGMENT STUDIES .5. SOME FRAGMENTATION REACTIONS OF BILINDIONES (BILITRIENES)

被引:12
作者
EIVAZI, F [1 ]
SMITH, KM [1 ]
机构
[1] UNIV LIVERPOOL, ROBERT ROBINSON LABS, LIVERPOOL L69 3BX, LANCASHIRE, ENGLAND
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1979年 / 02期
关键词
D O I
10.1039/p19790000544
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Anodic oxidation of the model bilindione (1) at platinum electrodes in the presence of methanol gives a good yield of the 15,16-dimethoxybilindione (3). With nickel(II) acetate, this compound gives a chelate which fragments upon treatment with acid to afford the tripyrrinone aldehyde (2) via the vinyl ether. When metal-free 3 is treated with aqueous acid 2 and 1 are obtained.
引用
收藏
页码:544 / 547
页数:4
相关论文
共 16 条
  • [1] ELECTROPHILIC SUBSTITUTION IN VERDINS - DEUTERATION AND NITRATION OF 2,3,7,8,12,13,17,18-OCTAETHYLBILIN-1,19(21H,24H)-DIONE (OCTAETHYLBILATRIENE-ABC) - X-RAY CRYSTAL-STRUCTURE OF 5-NITRO-DERIVATIVE
    BONFIGLIO, JV
    BONNETT, R
    HURSTHOUSE, MB
    ABDULMALIK, KM
    NAITHANI, SC
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (23) : 829 - 830
  • [2] TRANSFORMATION OF CHLORINS INTO BILE PIGMENT ANALOGS
    CAVALEIRO, JA
    SMITH, KM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (19): : 2149 - 2155
  • [3] CRYSTAL AND MOLECULAR-STRUCTURE OF 3,8,12-TRIETHYL-14-FORMYL-2,7,13-TRIMETHYL-1(15H)-TRIPYRRINONE, A TRIPYRROLIC ALDEHYDE DERIVED FROM ETIOBILIVERDIN-IV-GAMMA
    CULLEN, DL
    MEYER, EF
    EIVAZI, F
    SMITH, KM
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1978, (03): : 259 - 263
  • [4] DOBENECK HV, 1973, LIEBIGS ANN CHEM, P1934
  • [5] DOBENECK HV, 1977, LIEBIGS ANN CHEM, P1435
  • [6] EIVAZI F, 1976, TETRAHEDRON LETT, P3837
  • [7] BILE PIGMENT STUDIES .3. CONTROLLED OXIDATIVE-DEGRADATION OF 1,19(21,24H)-BILINDIONES3,4 (BILITRIENES)
    EIVAZI, F
    HUDSON, MF
    SMITH, KM
    [J]. TETRAHEDRON, 1977, 33 (22) : 2959 - 2964
  • [8] EIVAZI F, 1977, TETRAHEDRON LETT, P3083
  • [9] BILE PIGMENT STUDIES .4. SOME NOVEL REACTIONS OF METALLOPORPHYRINS WITH THALLIUM(III) AND CERIUM(IV) SALTS - RING CLEAVAGE OF MESO-TETRAPHENYLPORPHYRIN
    EVANS, B
    SMITH, KM
    CAVALEIRO, JAS
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1978, (07): : 768 - 773
  • [10] FALK H, 1977, SYNTHESIS-STUTTGART, P614