Reaction of 5-arylfuran-2(3H)-ones with amines

被引:2
|
作者
Potikha, L. M. [1 ]
Lysakovskii, A. A. [1 ]
Kovtunenko, V. A. [1 ]
Turov, A. V. [1 ]
机构
[1] Taras Shevchenko Kiev Natl Univ, UA-01033 Kiev, Ukraine
关键词
ACID;
D O I
10.1134/S1070428009120112
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
5-(4-Chlorophenyl)- and 5-phenylfuran-2(3H)-ones reacted with guanidine carbonate at the methylene group in the unsaturated lactone molecule, leading to the formation of 4-(2-aryl-5-oxo-2,5-dihydrofuran-2-yl)-5-aryltetrahydrofuran-2-ones, while 5-(4-methylphenyl)furan-2(3H)-one under analogous conditions gave rise to N,N'-bis[4-(4-methylphenyl)-4-oxobutanoyl]guanidine. The reactions of 5-arylfuran-2(3H)- ones with thioacetamide afforded 4-aryl-N-{1-[5-aryl-2-oxo-2,3-dihydrofuran-3-ylidene]ethyl}-4-oxobutanamides. The corresponding N-(4-aryl-4-oxobutanoyl)thioureas were obtained by heating 5-arylfuran-2(3H)-ones with thiourea.
引用
收藏
页码:1818 / 1823
页数:6
相关论文
共 50 条
  • [1] Reaction of 5-arylfuran-2(3H)-ones with amines
    L. M. Potikha
    A. A. Lysakovskii
    V. A. Kovtunenko
    A. V. Turov
    Russian Journal of Organic Chemistry, 2009, 45 : 1818 - 1823
  • [2] Reaction of 5-Arylfuran-2(3H)-ones with 3-Formylchromone
    Anis'kova, T. V.
    Stulova, E. G.
    Egorova, A. Yu.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (08) : 1215 - 1216
  • [3] Reaction of 5-arylfuran-2(3H)-ones with 3-formylchromone
    T. V. Anis’kova
    E. G. Stulova
    A. Yu. Egorova
    Russian Journal of Organic Chemistry, 2016, 52 : 1215 - 1216
  • [4] Reaction of 5-alkyl- and 5-arylfuran-2(3H)-ones with aliphatic amino acids
    Grinev, V. S.
    Amal'chieva, O. A.
    Egorova, A. Yu.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 50 (01) : 145 - 147
  • [5] Reaction of 5-alkyl- and 5-arylfuran-2(3H)-ones with aliphatic amino acids
    V. S. Grinev
    O. A. Amal’chieva
    A. Yu. Egorova
    Russian Journal of Organic Chemistry, 2014, 50 : 145 - 147
  • [6] SYNTHESIS OF 2-ARYLSUCCINATES BY OXIDATIVE 1,2-ARYL MIGRATION OF 3-AROYLPROPIONIC ACIDS OR 5-ARYLFURAN-2(3H)-ONES WITH THALLIUM(III) NITRATE
    TAMURA, Y
    SHIROUCHI, Y
    MINAMIKAWA, J
    HARUTA, J
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1985, 33 (02) : 551 - 556
  • [7] [2+2] photocycloaddition reaction of 5-arylfuran-2,3-diones to trimethylsilyloxyethylenes
    Sano, T
    Koseki, N
    Saitoh, T
    Horiguchi, Y
    Toda, J
    Kiuchi, F
    Tsuda, Y
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1997, 45 (04) : 608 - 612
  • [8] Arylation of 3-heterylmethylene-5-arylfuran-2(3H)-thiones
    Ahou-Elmagd, Wael S. I.
    Hashem, Ahlmed I.
    JOURNAL OF CHEMICAL RESEARCH, 2009, (02) : 68 - 71
  • [9] Acylation of 2,3-Dimethylquinoxaline with 5-Arylfuran-2,3-diones
    El'chishcheva, N. V.
    Konovalova, V. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 54 (04) : 664 - 665
  • [10] An asymmetric organocatalytic vinylogous Mannich reaction of 3-methyl-5-arylfuran-2(3H)-ones with N-(2-pyridinesulfonyl) imines: enantioselective synthesis of δ-amino γ,γ-disubstituted butenolides
    Wang, Zhen-Hua
    You, Yong
    Chen, Yong-Zheng
    Xu, Xiao-Ying
    Yuan, Wei-Cheng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (10) : 1636 - 1640