Lithium perchlorate/diethylether-catalyzed three-component coupling reactions of aldehydes, hydroxylamines and trimethylsilyl cyanide leading to α-cyanohydroxylamines

被引:38
作者
Heydari, A
Larijani, H
Emami, J
Karami, B
机构
[1] Tarbiat Modares Univ, Dept Chem, Tehran, Iran
[2] Kordestan Univ, Dept Chem, Sanandaj, Iran
[3] Tarbiat Moallem Univ, Dept Chem, Tehran, Iran
关键词
D O I
10.1016/S0040-4039(00)00182-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three-component coupling reactions of aldehydes, hydroxylamines and trimethylsilyl cyanide proceeded smoothly in the presence of lithium perchlorate/diethylether solution (5 M) to afford alpha-cyanohydroxylamine derivatives in high yields. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2471 / 2473
页数:3
相关论文
共 25 条
[1]  
AKIYAMA M, 1982, YUKI GOSEI KAGAKU KY, V40, P63
[2]  
ASANO J, 1995, J CHEM RES-S, P124
[3]  
COOPER AJL, 1979, J BIOL CHEM, V254, P2748
[4]  
Grieco P. A., 1991, ALDRICHIM ACTA, V24, P59
[5]   DIELS-ALDER REACTIONS ENHANCED DIASTEREOFACIAL SELECTIVITY IN 5.0 M LICLO4-ET2O APPROACH TO THE CONSTRUCTION OF THE ISOINDOLONE NUCLEUS OF CYTOCHALASANS [J].
GRIECO, PA ;
BECK, JP .
TETRAHEDRON LETTERS, 1993, 34 (46) :7367-7370
[6]   Lithium perchlorate/diethylether catalyzed aminocyanation of aldehydes [J].
Heydari, A ;
Fatemi, P ;
Alizadeh, AA .
TETRAHEDRON LETTERS, 1998, 39 (19) :3049-3050
[7]  
HEYDARI A, 1998, TETRAHEDRON LETT, V39, P5773
[8]   LiClO4-promoted addition of alkyl Grignard and alkynyllithium reagents to ketones. Comparison of a 5 M LiClO4/diethyl ether solution with CeCl3 [J].
Ipaktschi, J ;
Eckert, T .
CHEMISCHE BERICHTE, 1995, 128 (12) :1171-1174
[9]   CHELATE-CONTROLLED DIASTEREOSELECTIVE ADDITION TO ALPHA-BETA-EPOXY ALDEHYDES [J].
IPAKTSCHI, J ;
HEYDARI, A ;
KALINOWSKI, HO .
CHEMISCHE BERICHTE, 1994, 127 (05) :905-909
[10]   ALKYLATION OF QUINONES BY O-SILYLATED KETENE ACETALS IN LICLO4-ETHER AS REACTION MEDIUM [J].
IPAKTSCHI, J ;
HEYDARI, A .
CHEMISCHE BERICHTE-RECUEIL, 1992, 125 (06) :1513-1515