2,1-Benzothiazine 2,2-Dioxides. 8*. Synthesis and Structure of 2'-Amino-2-Oxo-1,2-Dihydro-6'H-Spiro-[Indole-3,4'-Pyrano[3,2-c][2,1]Benzothiazine]-3'-Carbonitrile 5',5'-Dioxides

被引：0
|
作者：
I. V. Ukrainets
L. A. Petrushova
N. L. Bereznyakova
Liu Yangyang
机构：
[1] National University of Pharmacy,
[2] Changchun Medical College,undefined
来源：
Chemistry of Heterocyclic Compounds | 2014年 / 50卷
关键词：
1; -2,1-benzothiazin-4(3; )-one 2,2-dioxide; isatin; malononitrile; pyrano[3,2-; ]benzothiazine; spiro[indole-3,4'-pyran];
D O I：
暂无
中图分类号：
学科分类号：
摘要：
2,2-Dioxides of 1-R-1H-2,1-benzothiazin-4(3H)-ones easily undergo a three-component condensation with N-substituted isatins and malononitrile in the presence of triethylamine giving 6'-R-1-R1-2'-amino-2-oxo-1,2-dihydro-6'H-spiro[indole-3,4'-pyrano[3,2-c][2,1]benzothiazine]-3'-carbonitrile 5',5'-dioxides in good yields. The reaction with 1-unsubstituted 1H-2,1-benzothiazin-4(3H)-one 2,2-dioxide follows an analogous route, but the products are triethylammonium salts of the corresponding spiro compounds.
引用
收藏
页码：1346 / 1353
页数：7
相关论文
共 49 条
  • [1] 2,1-Benzothiazine 2,2-Dioxides. 8*. Synthesis and Structure of 2'-Amino-2-Oxo-1,2-Dihydro-6'H-Spiro-[Indole-3,4'-Pyrano[3,2-c][2,1]Benzothiazine]-3'-Carbonitrile 5',5'-Dioxides
    Ukrainets, I. V.
    Petrushova, L. A.
    Bereznyakova, N. L.
    Liu Yangyang
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2014, 50 (09) : 1346 - 1353
  • [2] 4-HYDROXY-2-QUINOLONES 172. SYNTHESIS AND STRUCTURE OF 4,3′-SPIRO[(6-ALLYL-2-AMINO-5-OXO-5,6-DIHYDRO-4H-PYRANO[3,2-c]QUINOLINE-3-CARBONITRILE)-2′-OXINDOLE]
    Ukrainets, I. V.
    Red'kin, R. G.
    Sidorenko, L. V.
    Turov, A. V.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2009, 45 (12) : 1478 - 1484
  • [3] New method for functionalization of 6′-amino-3′-methyl-2-oxo-1′-phenyl-1,2-dihydro-1′H-spiro[indole-3,4′-pyrano-[2,3-c]pyrazole]-5′-carbonitrile
    E. S. Kurbatov
    Z. A. Starikova
    V. V. Krasnikov
    V. V. Mezheritskii
    Russian Journal of Organic Chemistry, 2006, 42 : 1578 - 1580
  • [4] One-pot, catalyst-free synthesis of novel spiro[indole-3,4′-pyrano[2′,3′:4,5]pyrimido [2,1-b][1,3]benzothiazole] derivatives
    Zangouei, Mahdieh
    Esmaeili, Abbas Ali
    JOURNAL OF CHEMICAL RESEARCH, 2020, 44 (11-12) : 646 - 652
  • [5] 4-hydroxy-2-quinolones 172*. Synthesis and structure of 4,3'-spiro[(6-allyl-2-amino- 5-oxo-5,6-dihydro-4h-pyrano- [3,2-c]quinoline-3-carbo- nitrile)-2'-oxindole]
    I. V. Ukrainets
    R. G. Red’kin
    L. V. Sidorenko
    A. V. Turov
    Chemistry of Heterocyclic Compounds, 2009, 45 : 1478 - 1484
  • [6] 6′-Amino-5,7-dibromo-2-oxo-3′-(trifluoromethyl)-1′H-spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-5′-carbonitrile
    Ryzhkova, Yuliya E.
    Kalashnikova, Varvara M.
    Elinson, Michail N.
    MOLBANK, 2022, 2022 (01)
  • [7] Synthesis of fused 2′-amino-3′-R-spiro-[indole-3,4′-pyran]-2(1H)-ones
    L. A. Shemchuk
    V. P. Chernykh
    R. G. Red’kin
    Russian Journal of Organic Chemistry, 2008, 44
  • [8] New 6'-Amino-5'-cyano-2-oxo-1,2-dihydro-1'H-spiro [indole-3,4'-pyridine]-3'-carboxamides: Synthesis, Reactions, Molecular Docking Studies and Biological Activity
    Dotsenko, Victor V.
    Jassim, Nawras T.
    Temerdashev, Azamat Z.
    Abdul-Hussein, Zainab R.
    Aksenov, Nicolai A.
    Aksenova, Inna V.
    MOLECULES, 2023, 28 (07):
  • [9] Synthesis, characterization, and crystal structure of 2-amino-5-oxo-4-phenyl-4,5-dihydropyrano[3,2-c]chromene-3-carbonitrile
    S. Sharma
    G. Brahmachari
    B. Banerjee
    R. Kant
    V. K. Gupta
    Crystallography Reports, 2015, 60 : 1142 - 1146
  • [10] A new convenient four-component synthesis of 6-amino-2H, 4H-pyrano[2,3-c]pyrazole-5-carbonitriles and one-pot synthesis of 6 ′-amino-5-cyano-1,2-dihydrospiro-[(3H)-indole-3,4 ′-(4 ′H)-pyrano[2,3-c]pyrazol]-2-ones
    Yu. M. Litvinov
    L. A. Rodinovskaya
    A. M. Shestopalov
    Russian Chemical Bulletin, 2009, 58 : 2362 - 2368
12345