Clean synthesis in water. Part 2: Uncatalysed condensation reaction of Meldrum's acid and aldehydes

被引：167

作者：

Bigi, F ^{[1
]}

Carloni, S ^{[1
]}

Ferrari, L ^{[1
]}

Maggi, R ^{[1
]}

Mazzacani, A ^{[1
]}

Sartori, G ^{[1
]}

机构：

[1] Univ Parma, Dipartimemto Chim Organ & Ind, I-43100 Parma, Italy

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 31期

关键词：

Meldrum's acid; water; uncatalysed reaction; Knoevenagel condensation; arylidene Meldrum's acid; environmentally benign synthesis;

D O I：

10.1016/S0040-4039(01)00978-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The environment-friendly condensation of Meldrum's acid and aromatic, heteroaromatic and hindered aliphatic aldehydes is performed carrying out the reaction in water at 75 degreesC for 2 h, avoiding the addition of any catalyst. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：5203 / 5205

页数：3

共 21 条

[1] Montmorillonite KSF as an inorganic, water stable, and reusable catalyst for the knoevenagel synthesis of coumarin-3-carboxylic acids
Bigi, F
Chesini, L
Maggi, R
Sartori, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03) : 1033 - 1035
[2] Clean synthesis in water: uncatalysed preparation of ylidenemalononitriles
Bigi, F
Conforti, ML
Maggi, R
Piccinno, A
Sartori, G
[J]. GREEN CHEMISTRY, 2000, 2 (03) : 101 - 103
[3] HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER
BRESLOW, R
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) : 159 - 164
[4] New insight on the origin of the unusual acidity of Meldrum's acid from ab initio and combined QM/MM simulation study
Byun, Y
Mo, YR
Gao, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (17) : 3974 - 3979
[5] MELDRUMS ACID IN ORGANIC-SYNTHESIS
CHEN, BC
[J]. HETEROCYCLES, 1991, 32 (03) : 529 - 597
[6] THE MECHANISM OF THE DECARBOXYLATION OF ALPHA,BETA-UNSATURATED AND BETA,GAMMA-UNSATURATED MALONIC ACID DERIVATIVES AND THE COURSE OF DECARBOXYLATIVE CONDENSATION REACTIONS IN PYRIDINE
COREY, EJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (23) : 5897 - 5905
[7] THE STRUCTURE OF MELDRUMS SUPPOSED BETA-LACTONIC ACID
DAVIDSON, D
BERNHARD, SA
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1948, 70 (10) : 3426 - 3428
[8] SOME CONDENSATION REACTIONS OF ISOPROPYLIDENE MALONATE
HEDGE, JA
KRUSE, CW
SNYDER, HR
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (09) : 3166 - &
[9] Kadam AJ, 1999, J LABELLED COMPD RAD, V42, P835, DOI 10.1002/(SICI)1099-1344(199909)42:9<835::AID-JLCR244>3.0.CO
[10] 2-R

← 1 2 3 →