Synthesis of fused 3-cyano- and 3-carbamoyl-1,2,3,4-tetrahydroquinolines

被引:3
作者
Platonova, A. Yu. [1 ]
Poluikova, A. A. [1 ]
Glukhareva, T. V. [1 ]
Morzherin, Yu. Yu. [1 ]
机构
[1] BN Eltsin Ural Fed Univ, Ekaterinburg 620002, Russia
基金
俄罗斯基础研究基金会;
关键词
tert-amino effect; Reinhoudt reaction; quinolines; RING-CLOSURE REACTIONS; HETEROCYCLIC CHEMISTRY; AMINES; TETRAHYDROQUINOLINES; DERIVATIVES; ANALOGS; ACIDS;
D O I
10.1007/s11172-014-0637-0
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A reaction of 3-benzoyl-3-cyano-1,2,3,4-tetrahydroquinolines with hydrazine hydrate is accompanied by elimination of the benzoyl group. A hydration reaction of 3-cyano-1,2,3,4-tetrahydroquinolines leads to 3-carbamoyl-1,2,3,4-tetrahydroquinolines.
引用
收藏
页码:1580 / 1583
页数:4
相关论文
共 18 条
  • [1] 3-Alkylsulfanyl-2-arylazo-3-(pyrrolidin-1-yl)-acrylonitriles as masked 1,3-dipoles
    Belskaya, Nataliya P.
    Bakulev, Vasiliy A.
    Deryabina, Tatyana G.
    Subbotina, Julia O.
    Kodess, Mikhail I.
    Dehaen, Wim
    Toppet, Suzanne
    Robeyns, Koen
    Van Meervelt, Luc
    [J]. TETRAHEDRON, 2009, 65 (36) : 7662 - 7672
  • [2] Redox-Neutral α-Arylation of Amines
    Chen, Weijie
    Wilde, Richard G.
    Seidel, Daniel
    [J]. ORGANIC LETTERS, 2014, 16 (03) : 730 - 732
  • [3] The tert-amino effect in heterocyclic chemistry.: Synthesis of spiro heterocycles
    D'yachenko, EV
    Glukhareva, TV
    Dyudya, LV
    Eltsov, OV
    Morzherin, YY
    [J]. MOLECULES, 2005, 10 (09): : 1101 - 1108
  • [4] tert-amino effect in heterocyclic chemistry.: Synthesis of hydrogenated spiro derivatives of quinolines
    D'yachenko, EV
    Glukhareva, TV
    Nikolaenko, EF
    Tkachev, AV
    Morzherin, YY
    [J]. RUSSIAN CHEMICAL BULLETIN, 2004, 53 (06) : 1240 - 1247
  • [5] GERLACH U, 1995, TETRAHEDRON LETT, V36, P5159
  • [6] Asymmetric Synthesis of Tetrahydroquinolines via 1,5-Hydride Transfer/Cyclization Catalyzed by Chiral Primary Amine Catalysts
    Kang, Young Ku
    Kim, Dae Young
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (16) : 3131 - 3136
  • [7] CHEMICAL MODIFICATION OF PLANT ALKALOIDS. 6. T-REACTIONS OF ANABASINE DERIVATIVES
    Krasnov, K. A.
    Kartsev, V. G.
    [J]. CHEMISTRY OF NATURAL COMPOUNDS, 2011, 46 (06) : 915 - 919
  • [8] Ring-closure reactions of ortho-vinyl-tert-anilines and (Di)aza-heterocyclic analogues via the tert-amino effect:: Recent developments
    Matyus, Peter
    Elias, Oliver
    Tapolcsanyi, Pal
    Polonka-Balint, Agnes
    Halasz-Dajka, Beata
    [J]. SYNTHESIS-STUTTGART, 2006, (16): : 2625 - 2639
  • [9] Meth-Cohn O., 1996, ADV HETEROCYCL CHEM, V65, P1
  • [10] Catalytic Enantioselective Intramolecular Redox Reactions: Ring-Fused Tetrahydroquinolines
    Murarka, Sandip
    Deb, Indubhusan
    Zhang, Chen
    Seidel, Daniel
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (37) : 13226 - 13227