Synthesis of some novel γ-spiroiminolactones from reaction of cyclohexyl isocyanide and dialkyl acetylene dicarboxylates with 1-benzylisatin and tryptanthrine

被引:24
作者
Azizian, J [1 ]
Karimi, AR [1 ]
Mohammadi, AA [1 ]
机构
[1] Shahid Beheshti Univ, Fac Sci, Dept Chem, Tehran, Iran
关键词
D O I
10.1081/SCC-120015767
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1:1 intermediate generated by the addition of cyclohexyl isocyanide to dialkyl acetylenedicarboxylates, undergoes facil addition to 1-benzylisatin and tryptantrin to afford highly functionalized novel unsaturated gamma-spiroiminolactones in moderate to high yields.
引用
收藏
页码:387 / 391
页数:5
相关论文
共 16 条
  • [1] Azizian J, 2000, INDIAN J CHEM B, V39, P304
  • [2] Rearrangement of 4-imino-(1H,4H)-3,1-benzoxazine-2-ones to 2,4-quinazolinediones via an isocyanate carboxamide intermediate
    Azizian, J
    Mehrdad, M
    Jadidi, K
    Sarrafi, Y
    [J]. TETRAHEDRON LETTERS, 2000, 41 (27) : 5265 - 5268
  • [3] One pot synthesis of some new spiro[3H-indol-3,5′(4′H)-[1,2,4] oxadiazol]-2-ones and bis[spiro[3H-indol-3,5′(4′H)-[1,2,4] oxadiazol]-2-ones]
    Azizian, J
    Jadidi, K
    Mehrdad, M
    Sarrafi, Y
    [J]. SYNTHETIC COMMUNICATIONS, 2000, 30 (13) : 2309 - 2315
  • [4] Azizian J., 2001, SYNTHETIC COMMUN, V31, P1
  • [5] GRIECO PA, 1975, SYNTHESIS-STUTTGART, P67
  • [6] ITO Y, 1982, J ORG CHEM, V47, P743
  • [7] JOHNSON F, 1970, CHEM COMMUN, P608
  • [8] JOSHI KC, 1985, HETEROCYCLES, V23, P957
  • [9] Structure and thermal isomerization of the adducts formed in the reaction of cyclohexyl isocyanide with dimethyl acetylenedicarboxylate
    Junjappa, H
    Saxena, MK
    Ramaiah, D
    Loharay, BB
    Rath, NP
    George, MV
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (26) : 9801 - 9805
  • [10] The reaction of cyclohexyl isocyanide and dimethyl acetylenedicarboxylate with o- and p-quinones:: a novel synthesis of iminolactones
    Nair, V
    Vinod, AU
    Nair, JS
    Sreekanth, AR
    Rath, NP
    [J]. TETRAHEDRON LETTERS, 2000, 41 (34) : 6675 - 6679