Synthesis of new β-carboline derivatives via 1,7-electrocyclisation of azomethine ylides

被引：8
作者：
Nyerges, M
Virányi, A
Tóth, J
Blaskó, G
Toke, L
机构：
[1] Budapest Univ Technol & Econ, Hungarian Acad Sci, Organ Chem Technol Res Grp, H-1521 Budapest, Hungary
[2] Budapest Univ Technol & Econ, Dept Organ Chem Technol, H-1521 Budapest, Hungary
[3] EGIS Pharmaceut Ltd, H-1475 Budapest, Hungary
来源：
SYNTHESIS-STUTTGART | 2006年 / 08期
关键词：
electrocyclic reactions; heterocycles; tandem reactions; ylides;
D O I：
10.1055/s-2006-926400
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A new route to the benzo[5,6]azepino[2,1-a]-beta-carboline and indazolo[3,2-a]-beta-carboline ring systems has been developed via the 1,7-dipolar electrocyclisation reactions of azomethine ylides derived from easily available beta-carboline derivatives.
引用
收藏
页码：1273 / 1278
页数：6
相关论文
共 16 条
  • [1] 1,7-electrocyclisation of non-stabilised α,β:γ,δ-unsaturated azomethine ylides
    Arany, A
    Bendell, D
    Groundwater, PW
    Garnett, I
    Nyerges, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (18): : 2605 - 2608
  • [2] 1,7-electrocyclisation of non-stabilised azomethine ylides
    Arany, A
    Groundwater, PW
    Nyerges, M
    [J]. TETRAHEDRON LETTERS, 1998, 39 (20) : 3267 - 3268
  • [3] SYNTHESIS AND SPECTRAL PROPERTIES OF 6,7-DIMETHOXY-1-[(ORTHO AND PARA-R)-PHENYL]-3,4-DIHYDROISOQUINOLINE
    CORTES, EC
    ROMERO, EC
    RAMIREZ, FG
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1994, 31 (06) : 1425 - 1427
  • [4] Synthesis of two new heteroaromatic β-carboline-fused pentacycles.: Observation of a new intercalating agent
    Csányi, D
    Hajós, G
    Riedl, Z
    Timári, G
    Bajor, Z
    Cochard, F
    Sapi, J
    Laronze, JY
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2000, 10 (15) : 1767 - 1769
  • [5] The pyrido[1,2-a]azepine system, part 5 - Ring transformations of 2,3-dihydroisoxazoles via azomethine ylides - Formation of annulated 5-and 7-membered N-heterocycles
    Friebolin, W
    Eberbach, W
    [J]. TETRAHEDRON, 2001, 57 (20) : 4349 - 4358
  • [6] 1,7-Electrocyclizations of α,β;γ,δ-unsaturated 1,3-dipoles
    Groundwater, PW
    Nyerges, M
    [J]. ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 73, 1999, 73 : 97 - 129
  • [7] STEREOCHEMISTRY OF CYCLOADDUCTS FROM 3,4-DIHYDRO-6,7-DIMETHOXYISOQUINOLINE YLIDE AND OLEFINS
    JANKE, F
    HIMMELREICH, U
    TOTH, G
    TISCHER, T
    KADAS, I
    BENDE, Z
    TOKE, L
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1991, 28 (04) : 867 - 873
  • [8] MARKARYAN EA, 1972, ARM KHIM ZH, V25, P683
  • [9] The pyrido[1,2-a]azepine system .3. The first 1,7-electrocyclizations of butadienyl pyridinium ylides: Stereoselective formation of 1,2-annulated 2,3-dihydroazepines
    Marx, K
    Eberbach, W
    [J]. TETRAHEDRON, 1997, 53 (43) : 14687 - 14700
  • [10] Synthesis of pyrrolo[3,4-c]quinolines by 1,5-electrocyclisation of non-stabilised azomethine ylides
    Nyerges, M
    Pintér, A
    Virányi, A
    Blaskó, G
    Töke, U
    [J]. TETRAHEDRON, 2005, 61 (34) : 8199 - 8205
12