Synthesis and properties of triethylammonium 4-aryl(hetaryl)-3,5-dicyano-6-oxo-1,4,5,6-tetrahydro-pyridine-2-selenolates

被引：14
|
作者：
Frolov, K. A. [1 ]
Dotsenko, V. V. [1 ]
Krivokolysko, S. G. [1 ]
Litvinov, V. P. [2 ]
机构：
[1] Vladimir Dal E Ukrainian Natl Univ, ChemEx Lab, UA-91034 Lugansk, Ukraine
[2] ND Zelinskii Inst Organ Chem, Moscow 117913, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2012年 / 48卷 / 03期
关键词：
1-cyanoacetyl-3,5-dimethylpyrazole; cyanoselenoacetamide; (hetero)aromatic aldehydes; tetrahydropyridine-2-selenolates; heterocyclization; CONVENIENT;
D O I：
10.1007/s10593-012-1012-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of (hetero)aromatic aldehydes, cyanoselenoacetamide, and 1-(cyanoacetyl)-3,5-dimethyl-pyrazole in the presence of triethylamine gives a mixture of the cis and trans diastereomers of triethylammonium 4-aryl(hetaryl)-3,5-dicyano-6-oxo-1,4,5,6-tetrahydropyridine-2-selenolates. The selenolates obtained react with alkyl halides to form the corresponding selenides.
引用
收藏
页码：442 / 447
页数：6
相关论文
共 50 条
  • [21] Novel [4 + 2] Cycloaddition Reaction of Aryl-Methylidenemalononitriles to Unsaturated Chalcogen Amides. Synthesis, Structure, and Properties of Triethylammonium 3,5,5-Tricyano-1,4,5,6-Tetrahydropyridine-2-Selenolates and -Thiolates
    K. A. Frolov
    V. V. Dotsenko
    S. G. Krivokolysko
    E. O. Kostyrko
    Chemistry of Heterocyclic Compounds, 2013, 49 : 1289 - 1300
  • [22] Synthesis and structure of amides of 4-aryl(hetaryl)-2-pyrrolidone-3-carboxylic acids
    Gorodnicheva, N. V.
    Ostroglyadov, E. S.
    Vasileva, O. S.
    Pelipko, V. V.
    Konarova, O. V.
    Berestovitskaya, V. M.
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2016, 86 (07) : 1619 - 1623
  • [23] Novel [4+2] Cycloaddition Reaction of Aryl-Methylidenemalononitriles to Unsaturated Chalcogen Amides. Synthesis, Structure, and Properties of Triethylammonium 3,5,5-Tricyano-1,4,5,6-Tetrahydropyridine-2-Selenolates and -Thiolates
    Frolov, K. A.
    Dotsenko, V. V.
    Krivokolysko, S. G.
    Kostyrko, E. O.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (09) : 1289 - 1300
  • [24] Hydrazides of 4-aryl(hetaryl)-2-oxopyrrolidine-3-carboxylic acids: Synthesis and structure
    N. V. Gorodnicheva
    E. S. Ostroglyadov
    O. S. Vasil’eva
    V. V. Pelipko
    V. V. Gurzhii
    V. M. Berestovitskaya
    E. S. Lipina
    Russian Journal of Organic Chemistry, 2016, 52 : 1616 - 1624
  • [25] SYNTHESIS AND CYTOTOXICITY OF 4-[(E)-HETARYL-VINYL]-6,6-DIMETHYL-2-OXO-1,2,5,6-TETRAHYDRO-PYRIDINE-3-NITRILES
    Jansone, Daina
    Popelis, Juris
    Jaschenko, Elina
    Gulbe, Anita
    Shestakova, Irina
    Fleisher, Mendel
    Belyakov, Sergey
    Abele, Edgars
    HETEROCYCLIC LETTERS, 2012, 2 (02): : 198 - 205
  • [26] Synthesis and structure of amides of 4-aryl(hetaryl)-2-pyrrolidone-3-carboxylic acids
    N. V. Gorodnicheva
    E. S. Ostroglyadov
    O. S. Vasileva
    V. V. Pelipko
    O. V. Konarova
    V. M. Berestovitskaya
    Russian Journal of General Chemistry, 2016, 86 : 1619 - 1623
  • [27] Hydrazides of 4-aryl(hetaryl)-2-oxopyrrolidine-3-carboxylic acids: Synthesis and structure
    Gorodnicheva, N. V.
    Ostroglyadov, E. S.
    Vasil'eva, O. S.
    Pelipko, V. V.
    Gurzhii, V. V.
    Berestovitskaya, V. M.
    Lipina, E. S.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (11) : 1616 - 1624
  • [28] Synthesis and alkylation of triethylammonium 3,5,5-tricyano-4,6-di(2-thienyl)-1,4,5,6-tetrahydro-pyridine-2-selenolate
    K. A. Frolov
    S. G. Krivokolysko
    Chemistry of Heterocyclic Compounds, 2011, 47 : 909 - 910
  • [29] Synthesis, molecular and crystalline structure of 2-(alkylsulfanyl)-4-aryl(hetaryl)-5,6,7,8-tetrahydroquinoline-3-carbonitriles
    Dyachenko, Ivan, V
    Dyachenko, Vladimir D.
    Dorovatovskii, Pavel, V
    Khrustalev, Victor N.
    Nenajdenko, Valentine G.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2019, 55 (09) : 839 - 843
  • [30] Synthesis and Heterocyclization of 1-Aryl-2-methyl-4-oxo-1,4,5,6-tetrahydropyridine-3-carboxylates
    Sapijanskaite, Birute
    Mickeviciene, Kristina
    Kantminiene, Kristina
    Belyakov, Sergey
    Mickevicius, Vytautas
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (05) : 2605 - 2613
12345