The First Example of 4,7,8,9-Tetrahydrothieno-[2,3-d]Azocine Synthesis by Domino Reaction of 4-ARYL-4,5,6,7-Tetrahydrothieno[3,2-c]Pyridines with Activated Alkynes

被引：7
|
作者：
Voskressensky, L. G. [1 ]
Borisova, T. N. [1 ]
Chervyakova, T. M. [1 ]
Matveeva, M. D. [1 ]
Galaktionova, D. V. [1 ]
Tolkunov, S. V. [1 ]
Tolkunova, V. S. [2 ]
Eresko, A. B. [2 ]
Varlamov, A. V. [1 ]
机构：
[1] Peoples Friendship Univ Russia, Moscow 117198, Russia
[2] Ukrainian Acad Sci, LM Litvinenko Inst Phys Organ Chem & Coal Chem, UA-83114 Donetsk, Ukraine
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2014年 / 50卷 / 09期
基金：
俄罗斯基础研究基金会;
关键词：
activated alkynes; tetrahydrothieno[2,3-d]azocines; tetrahydrothieno[3,2-c]pyridines; tetrahydropyridine ring expansion domino reaction; DERIVATIVES; INHIBITORS;
D O I：
10.1007/s10593-014-1597-x
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1-Aryl-substituted tetrahydrothieno[3,2-N]pyridines easily undergo domino reactions with activated alkynes, giving good yields of the corresponding tetrahydrothieno[2,3-d]azocines. The reactions of 1-methyl-substituted tetrahydrothieno[3,2-N]pyridine were more complicated.
引用
收藏
页码：1338 / 1345
页数：8
相关论文
共 50 条
  • [1] The First Example of 4,7,8,9-Tetrahydrothieno-[2,3-d]Azocine Synthesis by Domino Reaction of 4-ARYL-4,5,6,7-Tetrahydrothieno[3,2-c]Pyridines with Activated Alkynes
    L. G. Voskressensky
    T. N. Borisova
    T. M. Chervyakova
    M. D. Matveeva
    D. V. Galaktionova
    S. V. Tolkunov
    V. S. Tolkunova
    A. B. Eresko
    A. V. Varlamov
    Chemistry of Heterocyclic Compounds, 2014, 50 : 1338 - 1345
  • [2] A NEW SYNTHESIS OF 4,5,6,7-TETRAHYDROTHIENO[3,2-C]PYRIDINE
    WARM, A
    HETEROCYCLES, 1992, 34 (12) : 2263 - 2267
  • [3] Transformations of 4,5,6,7-tetrahydrothieno[3,2-c]-and 1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridines in reactions with alkynes activated by electron-withdrawing substituents
    L. G. Voskressensky
    T. N. Borisova
    A. V. Listratova
    E. A. Sorokina
    S. V. Tolkunov
    A. V. Varlamov
    Russian Chemical Bulletin, 2007, 56 : 1041 - 1048
  • [4] Synthesis and activity evaluation of some novel derivatives of 4,5,6,7-tetrahydrothieno [3,2-c]-pyridine
    Cheng, Die
    Liu, Deng Ke
    Liu, Mo
    Liu, Ying
    Xu, Wei Ren
    Liu, Chang Xiao
    CHINESE CHEMICAL LETTERS, 2008, 19 (06) : 689 - 692
  • [5] Transformations of 4,5,6,7-tetrahydrothieno[3,2-c]-and 1,2,3,4-tetrahydrobenzothieno[2,3-c]pyridines in reactions with alkynes activated by electron-withdrawing substituents
    Voskressensky, L. G.
    Borisova, T. N.
    Listratova, A. V.
    Sorokina, E. A.
    Tolkunov, S. V.
    Varlamov, A. V.
    RUSSIAN CHEMICAL BULLETIN, 2007, 56 (05) : 1041 - 1048
  • [6] Synthesis and activity evaluation of some novel derivatives of 4,5,6,7-tetrahydrothieno [3,2-c]-pyridine
    Die Cheng~(a
    Chinese Chemical Letters, 2008, (06) : 689 - 692
  • [7] Glucose-6-phosphatase catalytic enzyme inhibitors:: Synthesis and in vitro evaluation of novel 4,5,6,7-tetrahydrothieno[3,2-c]- and -[2,3-c]pyridines
    Madsen, P
    Lundbeck, JM
    Jakobsen, P
    Varming, AR
    Westergaard, N
    BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (09) : 2277 - 2289
  • [8] AN EFFICIENT AND CONVENIENT SYNTHESIS OF 4,5,6,7-TETRAHYDROTHIENO[3,2-c]PYRIDINES BY A MODIFIED PICTET-SPENGLER REACTION VIA A FORMYLIMINIUM ION INTERMEDIATE
    Kitabatake, Michikazu
    Hashimoto, Aki
    Saitoh, Toshiaki
    Sano, Takehiro
    Mohri, Kunihiko
    Horiguchi, Yoshie
    HETEROCYCLES, 2010, 81 (08) : 1903 - 1921
  • [9] 2-Chloro-1-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)ethanone
    Yang, Chuan-Wei
    Yang, Miao
    Liu, Deng-Ke
    Wang, Ping-Bao
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O3214 - U1048
  • [10] 5-(2-Cyanobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl acetate
    Xie, Xiao-Shuai
    Mu, Shuai
    Liu, Ying
    Liu, Deng-Ke
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O713 - +
12345