Three component synthesis of β-amino carbonyl compounds using indium trichloride-catalyzed one-pot Mannich-type reaction in water

被引：167

作者：

Loh, TP ^{[1
]}

Liung, SBKW ^{[1
]}

Tan, KL ^{[1
]}

Wei, LL ^{[1
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 119260, Singapore

来源：

TETRAHEDRON | 2000年 / 56卷 / 20期

关键词：

D O I：

10.1016/S0040-4020(00)00221-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The use of indium trichloride as catalyst in a one-pot Mannich reaction in water gives high yields for the formation of beta-aminoketones/esters/acids is described. The catalyst can be recycled when the reaction is complete (Loh T.-P.; Wei L.-L. Tetrahedron Lett. 1998, 39, 323). (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3227 / 3237

页数：11

共 34 条

[21] Indium trichloride (InCl3) catalysed Diels-Alder reaction in water
Loh, TP
Pei, J
Lin, M
[J]. CHEMICAL COMMUNICATIONS, 1996, (20) : 2315 - 2316
[22] Indium trichloride catalysed Mukaiyama aldol reaction in water
Loh, TP
Pei, JA
Cao, GQ
[J]. CHEMICAL COMMUNICATIONS, 1996, (15) : 1819 - 1820
[23] Novel one-pot mannich-type reaction in water:: Indium trichloride-catalyzed condensation of aldehydes, amines and silyl enol ethers for the synthesis of β-amino ketones and esters
Loh, TP
Wei, LL
[J]. TETRAHEDRON LETTERS, 1998, 39 (3-4) : 323 - 326
[24] Loh TP, 1998, SYNLETT, P975
[25] Manabe K, 1999, SYNLETT, P1401
[26] Morin RB, 1982, CHEM BIOL BETA LACTA
[27] A CONVENIENT SYNTHESIS OF BETA-AMINOESTERS - THE REACTION OF IMINES WITH KETENE SILYL ACETALS CATALYZED BY PHOSPHONIUM SALTS
MUKAIYAMA, T
KASHIWAGI, K
MATSUI, S
[J]. CHEMISTRY LETTERS, 1989, (08) : 1397 - 1400
[28] A CONVENIENT METHOD FOR STEREOSELECTIVE SYNTHESIS OF BETA-AMINOESTERS - IRON(II) IODIDE OR TRITYL HEXACHLOROANTIMONATE AS AN EFFECTIVE CATALYST IN THE REACTION OF KETENE SILYL ACETALS WITH IMINES
MUKAIYAMA, T
AKAMATSU, H
HAN, JS
[J]. CHEMISTRY LETTERS, 1990, (06) : 889 - 892
[29] OJIMA I, 1977, TETRAHEDRON LETT, P3643
[30] ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS .1. THE REACTION OF DIMETHYLKETENE SILYL ACETAL WITH (S)-ALKYLIDENE(1-ARYLETHYL)AMINES PROMOTED BY TITANIUM TETRACHLORIDE
OJIMA, I
INABA, S
[J]. TETRAHEDRON LETTERS, 1980, 21 (21) : 2077 - 2080

← 1 2 3 4 →