Substituted 2-(cyanomethyl-amino)-acetamides by a novel three-component reaction

被引：18
作者：
Behnke, D
Taube, R
Illgen, K
Nerdinger, S
Herdtweck, E
机构：
[1] Morphochem AG, D-81379 Munich, Germany
[2] Tech Univ Munich, Inst Anorgan Chem, D-85747 Garching, Germany
来源：
SYNLETT | 2004年 / 04期
关键词：
multi-component condensation; MCRs; Ugi reaction; isocyanides; aliphatic nitriles;
D O I：
10.1055/s-2004-817764
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel three-component, one-pot reaction between primary (S)-amino acid amides, aldehydes and isocyanides in the presence of acetic acid yielding substituted 2-(cyanomethl-amino)-acetamides 4 in good yields, is described. First efforts to investigate the mechanism of this reaction were undertaken.
引用
收藏
页码：688 / 692
页数：5
相关论文
共 24 条
[1]   SIR92 - a program for automatic solution of crystal structures by direct methods [J].
ALTOMARE, A ;
CASCARANO, G ;
GIACOVAZZO, G ;
GUAGLIARDI, A ;
BURLA, MC ;
POLIDORI, G ;
CAMALLI, M .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 1994, 27 :435-435
[2]   Multiple-component condensation strategies for combinatorial library synthesis [J].
Armstrong, RW ;
Combs, AP ;
Tempest, PA ;
Brown, SD ;
Keating, TA .
ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131
[3]  
Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO
[4]  
2-A
[5]  
Dömling A, 2000, CURR OPIN CHEM BIOL, V4, P318, DOI 10.1016/S1367-5931(00)00095-8
[6]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[7]  
2-U
[8]  
Janvier P, 2002, ANGEW CHEM INT EDIT, V41, P4291, DOI 10.1002/1521-3773(20021115)41:22<4291::AID-ANIE4291>3.0.CO
[9]  
2-D
[10]   Design, synthesis, and structure - Activity relationship of a new class of amidinophenylurea-based factor VIIa inhibitors [J].
Klingler, O ;
Matter, H ;
Schudok, M ;
Bajaj, SP ;
Czech, J ;
Lorenz, M ;
Nestler, HP ;
Schreuder, H ;
Wildgoose, P .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (08) :1463-1467
123