Synthesis of tetrazole-substituted spirocyclic γ-lactams by one-pot azido-Ugi reaction-cyclization

被引:13
作者
Stolyarenko, Vasiliy Yu [1 ]
Evdokimov, Anatoliy A. [1 ]
Shishkin, Vladimir I. [1 ]
机构
[1] Moscow State Univ Radioelect Engn & Automat, Moscow 119454, Russia
关键词
SOLUTION-PHASE PREPARATION; MULTICOMPONENT REACTIONS; CHEMISTRY;
D O I
10.1016/j.mencom.2013.03.020
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1-Ethoxycarbonyl-1-(2-oxoethyl)cycloalkanes in the azido-Ugi reaction with primary amines, isocyanides and TMS-N-3 afford 3-(tetrazol-5-yl)-2-azaspiro [4.n]alkan-1-ones.
引用
收藏
页码:108 / 109
页数:2
相关论文
共 18 条
  • [1] Coupling Isocyanide-Based Multicomponent Reactions with Aliphatic or Acyl Nucleophilic Substitution Processes
    Banfi, Luca
    Riva, Renata
    Basso, Andrea
    [J]. SYNLETT, 2010, (01) : 23 - 41
  • [2] Concise Approach toward Tetrazolo[1,5-a][1,4]benzodiazepines via a Novel Multicomponent Isocyanide-Based Condensation
    Borisov, Roman S.
    Polyakov, Anatoliy I.
    Medvedeva, Lidia A.
    Khrustalev, Victor N.
    Guranova, Natalia I.
    Voskressensky, Leonid G.
    [J]. ORGANIC LETTERS, 2010, 12 (17) : 3894 - 3897
  • [3] Recent developments in isocyanide based multicomponent reactions in applied chemistry
    Dömling, A
    [J]. CHEMICAL REVIEWS, 2006, 106 (01) : 17 - 89
  • [4] Beyond the Ugi reaction: less conventional interactions between isocyanides and iminium species
    El Kaim, Laurent
    Grimaud, Laurence
    [J]. TETRAHEDRON, 2009, 65 (11) : 2153 - 2171
  • [5] Concise One-Pot Preparation of Unique Bis-Pyrrolidinone Tetrazoles
    Gunawan, Steven
    Petit, Joachim
    Hulme, Christopher
    [J]. ACS COMBINATORIAL SCIENCE, 2012, 14 (03) : 160 - 163
  • [6] 5-substituted-1H-tetrazoles as carboxylic acid isosteres:: Medicinal chemistry and synthetic methods
    Herr, RJ
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (11) : 3379 - 3393
  • [7] Multi-component reactions : Emerging chemistry in drug discovery 'From xylocain to crixivan'
    Hulme, C
    Gore, V
    [J]. CURRENT MEDICINAL CHEMISTRY, 2003, 10 (01) : 51 - 80
  • [8] One-step assembly of carbamoyl-substituted heteroannelated [1,4]thiazepines
    Ilyn, AP
    Loseva, MV
    Vvedensky, VY
    Putsykina, EB
    Tkachenko, SE
    Kravchenko, DV
    Khvat, AV
    Krasavin, MY
    Ivachtchenko, AV
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (07) : 2811 - 2819
  • [9] Multicomponent reactions of isocyanides in the synthesis of heterocycles
    Ivachtchenko, A. V.
    Ivanenkov, Ya A.
    Kysil, V. M.
    Krasavin, M. Yu
    Ilyin, A. P.
    [J]. RUSSIAN CHEMICAL REVIEWS, 2010, 79 (09) : 787 - 817
  • [10] A new and versatile Ugi/SNAr synthesis of fused 4,5-dihydrotetrazolo[1,5-a]quinoxalines
    Kalinski, C
    Umkehrer, M
    Gonnard, S
    Jäger, N
    Ross, G
    Hiller, W
    [J]. TETRAHEDRON LETTERS, 2006, 47 (12) : 2041 - 2044