Use of microwave irradiation and solid acid catalysts in an enhanced and environmentally friendly synthesis of coumarin derivatives

被引：1

作者：

de la Hoz, A ^{[1
]}

Moreno, A ^{[1
]}

Vázquez, E ^{[1
]}

机构：

[1] Univ Castilla La Mancha, Fac Quim, Dept Quim Organ, E-13071 Ciudad Real, Spain

来源：

SYNLETT | 1999年 / 05期

关键词：

phenols; alpha; beta-unsaturated carboxylic acids; solid acid catalyst; microwave; coumarin derivatives;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Condensation of phenol, 1,3-dihydroxybenzene and 1,3,5-trihydroxybenzene with propynoic and propenoic acids and ethyl acetoacetate using solid acid catalysts and microwave irradiation produces coumarins in excellent yields. The use of heterogeneous catalysts eliminates the production of acidic waste streams associated with conventional (Lewis) acid catalysts. This quick, efficient and environmentally friendly procedure permits the synthesis of substituted coumarins as well as coumarins without 4-alkyl substituents, which are the most difficult to synthesize.

引用

页码：608 / 610

页数：3

共 23 条

[1] ALGERRA F, 1995, J APPL CATAL A, V128, P119
[2] BISWAS GK, 1992, INDIAN J CHEM B, V31, P628
[3] ACID ZEOLITES AS CATALYSTS IN ORGANIC-REACTIONS - CONDENSATION OF ACETOPHENONE WITH BENZENE-DERIVATIVES
CLIMENT, MJ
CORMA, A
GARCIA, H
IBORRA, S
PRIMO, J
[J]. APPLIED CATALYSIS A-GENERAL, 1995, 130 (01) : 5 - 12
[4] HEIGHTENED SELECTIVITY IN AROMATIC NITRATIONS AND CHLORINATIONS BY THE USE OF SOLID SUPPORTS AND CATALYSTS
DELAUDE, L
LASZLO, P
SMITH, K
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1993, 26 (12) : 607 - 613
[5] Zeolite catalysed synthesis of coumarin derivatives
Gunnewegh, EA
Hoefnagel, AJ
vanBekkum, H
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1995, 100 (1-3) : 87 - 92
[6] Gunnewegh EA, 1996, RECL TRAV CHIM PAY B, V115, P226
[7] A CONVENIENT SYNTHESIS OF A SIMPLE COUMARIN FROM SALICYLALDEHYDE AND WITTIG REAGENT .1. A SYNTHESIS OF METHOXYCOUMARIN AND HYDROXYCOUMARIN
HARAYAMA, T
KATSUNO, K
NISHIOKA, H
FUJII, M
NISHITA, Y
ISHII, H
KANEKO, Y
[J]. HETEROCYCLES, 1994, 39 (02) : 613 - 622
[8] SYNTHESIS OF 7-HYDROXYCOUMARINS CATALYZED BY SOLID ACID CATALYSTS
HOEFNAGEL, AJ
GUNNEWEGH, EA
DOWNING, RS
VANBEKKUM, H
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (02) : 225 - 226
[9] USE OF CATION EXCHANGE RESINS IN ORGANIC REACTIONS .1. VON PECHMANN REACTION
JOHN, EV
ISRAELSTAM, SS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (01) : 240 - &
[10] Johnson J.R., 1942, Organic Reactions, Org. React., V1, P210, DOI DOI 10.1002/0471264180.OR001.08

← 1 2 3 →