Application of basic clays in microwave activated Michael additions: Preparation of N-substituted imidazoles

被引：27

作者：

MartinAranda, RM ^{[1
]}

VicenteRodriguez, MA ^{[1
]}

LopezPestana, JM ^{[1
]}

LopezPeinado, AJ ^{[1
]}

Jerez, A ^{[1
]}

LopezGonzalez, JDD ^{[1
]}

BanaresMunoz, MA ^{[1
]}

机构：

[1] UNIV SALAMANCA,DEPT QUIM INORGAN,E-37008 SALAMANCA,SPAIN

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 1997年 / 124卷 / 2-3期

关键词：

Michael addition; alkaline montmorillonites; microwave irradiation; imidazole;

D O I：

10.1016/S1381-1169(97)00070-8

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Imidazole (C3H4N2) was condensed with ethyl acrylate (C5H8O2) using two basic clays (Li+ and Cs+ montmorillonites) as catalysts in a microwave oven. The catalysts were characterized by chemical analyses, nitrogen adsorption isotherms and X-ray diffraction. Under these experimental conditions N-substituted heterocycles can be obtained with a high activity and selectivity. The role of alkali promoters (Li+ and Cs+) in the montmorillonite for the Michael addition was studied. It was evidenced that the greater the basicity and the irradiation time and power of irradiation were, the higher were the conversion. The yield of the N-substituted imidazole presents a maximum for 0.1 g of Cs-montmorillonite at 850 W in only 5 min of irradiation. (C) 1997 Elsevier Science B.V.

引用

页码：115 / 121

页数：7

共 20 条

[1] The effect of microwave heating on the reaction of propan-2-ol over alkalised carbon catalysts
Bond, G.
Moyes, R. B.
Theaker, I.
Whan, D. A.
[J]. TOPICS IN CATALYSIS, 1994, 1 (1-2) : 177 - 182
[2] DIELS-ALDER REACTIONS OF ALPHA-AMINO-ACID PRECURSORS BY HETEROGENEOUS CATALYSIS - THERMAL VS MICROWAVE ACTIVATION
CATIVIELA, C
GARCIA, JI
MAYORAL, JA
PIRES, E
ROYO, AJ
FIGUERAS, F
[J]. APPLIED CATALYSIS A-GENERAL, 1995, 131 (01) : 159 - 166
[3] Clark J.H., 1994, CATALYSIS ORGANIC RE
[4] ALKALINE-SUBSTITUTED SEPIOLITES AS A NEW TYPE OF STRONG BASE CATALYST
CORMA, A
MARTINARANDA, RM
[J]. JOURNAL OF CATALYSIS, 1991, 130 (01) : 130 - 137
[5] ZEOLITES AS BASE CATALYSTS - CONDENSATION OF BENZALDEHYDE DERIVATIVES WITH ACTIVATED METHYLENIC COMPOUNDS ON GERMANIUM-SUBSTITUTED FAUJASITE
CORMA, A
MARTINARANDA, RM
SANCHEZ, F
[J]. JOURNAL OF CATALYSIS, 1990, 126 (01) : 192 - 198
[6] ZEOLITES AS BASE CATALYSTS - CONDENSATION OF ALDEHYDES WITH DERIVATIVES OF MALONIC ESTERS
CORMA, A
FORNES, V
MARTINARANDA, RM
GARCIA, H
PRIMO, J
[J]. APPLIED CATALYSIS, 1990, 59 (02): : 237 - 248
[7] Dehmlow E., 1983, Phase-transfer Catalysis
[8] REGIOSPECIFIC MICHAEL ADDITIONS WITH 2-AMINOPURINES
GEEN, GR
KINCEY, PM
CHOUDARY, BM
[J]. TETRAHEDRON LETTERS, 1992, 33 (32) : 4609 - 4612
[9] CARBA-ACYCLONUCLEOSIDE ANTIHERPETIC AGENTS
HANNAH, J
TOLMAN, RL
KARKAS, JD
LIOU, R
PERRY, HC
FIELD, AK
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (05) : 1261 - 1271
[10] PRODRUGS OF THE SELECTIVE ANTIHERPESVIRUS AGENT 9-[4-HYDROXY-3-(HYDROXYMETHYL)BUT-1-YL]GUANINE (BRL 39123) WITH IMPROVED GASTROINTESTINAL ABSORPTION PROPERTIES
HARNDEN, MR
JARVEST, RL
BOYD, MR
SUTTON, D
HODGE, RAV
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (08) : 1738 - 1743

← 1 2 →