Cyclization of 3-cyclopent-2-enyl-4-hydroxy[1]benzopyran-2-one

被引:2
|
作者
Majumdar, KC [1 ]
Biswas, P [1 ]
Choudhury, PK [1 ]
机构
[1] Univ Kalyani, Dept Chem, Kalyani 741235, W Bengal, India
关键词
D O I
10.1080/00397910008087020
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Cyclization of 3-cyclopent-2-enyl-4-hydroxy[1]benzopyran-2-one (1) with cold cone. sulfuric acid gave a mixture of two products, 2 (10%) and 3 (80%). However, on treatment with mercuric chloride 1 furnished the linear product 4 in 60% yield while with mercuric acetate the bicyclic product 8 was obtained in 50% yield. The structures of products are established by chemical correlation.
引用
收藏
页码:4047 / 4056
页数:10
相关论文
共 50 条
  • [41] Regioselective heterocyclization of 3-(cyclohex-2′-enyl)-4-hydroxy-6-methylpyran-2-one
    Majumdar, KC
    Ghosh, S
    MONATSHEFTE FUR CHEMIE, 2002, 133 (10): : 1317 - 1323
  • [42] Studies in [3,3] sigmatropic rearrangement: Regioselective cyclization of 5-(cyclohex-2-enyl)-6-hydroxy-1-methylquinolin-2(1H)-one
    Majumdar, KC
    Biswas, P
    Ghosh, SK
    SYNTHETIC COMMUNICATIONS, 2000, 30 (22) : 4113 - 4128
  • [43] 7-Hydroxy-6-methoxy-3-[(2-oxo-2H-1-benzopyran-7-yl)oxy]-2H-1-benzopyran-2-one
    Zhang, TZ
    Wei, CY
    Xu, GH
    Park, SW
    ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2006, 62 : O86 - O88
  • [44] Synthesis of Pyrimidine Annelated Heterocycles [1]. Regioselective Heterocyclization of 6-Cyclopent-2-enyl-5-hydroxy-1,3-dimethyl-pyrimidine-2,4(1H,3H)-dione and 5-Cyclopent-2-enyl-6-hydroxy-1,3-dimethylpyrimidine-2,4(1H,3H)-dione
    Krishna C. Majumdar
    Uday K. Kundu
    Swapan K. Samanta
    Nirmal K. Jana
    Monatshefte für Chemie / Chemical Monthly, 2003, 134 : 1137 - 1143
  • [45] A facile synthesis of methyl (3-isocyano-2-cyclopent-2-enyl) acetate
    Chung, CK
    Kim, K
    Rhee, YH
    Lee, H
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1999, 20 (01): : 99 - 100
  • [46] 5-Hydroxy-2-methyl-3-oxo-6-(2,2,3-trimethyl-cyclopent-3-enyl)-hexanoic acid ethyl ester
    Perez-Bonilla, Mercedes
    Castro, Juan M.
    Linares-Palomino, Pablo J.
    Salido, Sofia
    Altarejos, Joaquin
    Nogueras, Manuel
    Sanchez, Adolfo
    MOLBANK, 2005, (01)
  • [47] Synthesis, Insilico and Antibacterial Activity Studies of Substituted Dihydro-1, 2-Oxazole Benzopyran-2-One Hybrids
    D'souza, Alphonsus
    Kumar, Pankaj
    Kumar, Abhishek
    Rai, Soundarya M.
    Nayak, Prashant
    JOURNAL OF PHARMACEUTICAL RESEARCH INTERNATIONAL, 2021, 33 (35A) : 134 - 144
  • [48] 3-(4-Bromophenyl)cyclopent-2-en-1-one
    Shurdha, Endrit
    Dees, Kelsey
    Miller, Hannah A.
    Iacono, Scott T.
    Balaich, Gary J.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O692 - +
  • [49] Synthesis and evaluation of (E)-4-hydroxy-3-methyl-but-2-enyl E )-4-hydroxy-3-methyl-but-2-enyl diphosphate analogs as competitive partial agonists of butyrophilin 3A1
    Singh, Rohit
    Rani, Sarita
    Jin, Yiming
    Hsiao, Chia-Hung Christine
    Wiemer, Andrew J.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2024, 276
  • [50] STRUCTURE OF 2-(2,6-DIMETHOXYPHENYL)-7-HYDROXY-4H-1-BENZOPYRAN-4-ONE (7-HYDROXY-2',6'-DIMETHOXYFLAVONE)
    WALLET, JC
    GAYDOU, EM
    ESPINOSA, E
    OSORNO, O
    MOLINS, E
    MIRAVITLLES, C
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 : 86 - 88