The synthesis of aminoimidazo[1,2-a]azinecarboxylic acid esters from ethyl glyoxylate

被引:9
作者
Nenajdenko, V. G. [1 ]
Reznichenko, A. L. [1 ]
Balenkova, E. S. [1 ]
机构
[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia
关键词
multicomponent reactions; ethyl glyoxylate; isonitriles; imidazo[1,2-a]azines;
D O I
10.1007/s11172-007-0093-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Three-component reactions of aminoazines, isonitriles, and ethyl glyoxylate gave mixtures of isomeric ethyl 2-and 3-aminoimidazo[1,2-a]azinecarboxylates in moderate yields.
引用
收藏
页码:560 / 562
页数:3
相关论文
共 15 条
[1]   A high yielding route to substituted piperidines via the aza-Diels-Alder reaction [J].
Bailey, PD ;
Smith, PD ;
Pederson, F ;
Clegg, W ;
Rosair, GM ;
Teat, SJ .
TETRAHEDRON LETTERS, 2002, 43 (06) :1067-1070
[2]  
Bienaymé H, 1998, ANGEW CHEM INT EDIT, V37, P2234, DOI 10.1002/(SICI)1521-3773(19980904)37:16<2234::AID-ANIE2234>3.0.CO
[3]  
2-R
[4]  
BLACKBURN C, 1998, TETRAHEDRON LETT, V39, P9127
[5]   Universal Rink-isonitrile resin:: application for the traceless synthesis of 3-acylamino imidazo[1,2-a] pyridines [J].
Chen, JJ ;
Golebiowski, A ;
McClenaghan, J ;
Klopfenstein, SR ;
West, L .
TETRAHEDRON LETTERS, 2001, 42 (12) :2269-2271
[6]   Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].
Dömling, A .
CHEMICAL REVIEWS, 2006, 106 (01) :17-89
[7]   Synthesis of imidazo[1,2-a] annulated pyridines, pyrazines and pyrimidines by a novel three-component condensation [J].
Groebke, K ;
Weber, L ;
Mehlin, F .
SYNLETT, 1998, (06) :661-+
[8]   Short synthesis and anti-rhinoviral activity of imidazo[1,2-a]pyridines:: The effect of acyl groups at 3-position [J].
Hamdouchi, C ;
Ezquerra, J ;
Vega, JA ;
Vaquero, JJ ;
Alvarez-Builla, J ;
Heinz, BA .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (10) :1391-1394
[9]   Glyoxylic acid and MP-glyoxylate: Efficient formaldehyde equivalents in the 3-CC of 2-aminoazines, aldehydes, and isonitriles [J].
Lyon, MA ;
Kercher, TS .
ORGANIC LETTERS, 2004, 6 (26) :4989-4992
[10]   Re-evaluation of the outcome of a multiple component reaction -: 2-and 3-amino-imidazo[1,2-a]pyrimidines? [J].
Mandair, GS ;
Light, M ;
Russell, A ;
Hursthouse, M ;
Bradley, M .
TETRAHEDRON LETTERS, 2002, 43 (23) :4267-4269