Epoxidation of aromatic α,β-unsaturated ketones using PVP-H2O2 under mild and heterogeneous conditions

被引：27

作者：

Zolfigol, Mohammad Ali ^{[1
]}

Chehardoli, Gholamabbas ^{[1
]}

Shiri, Morteza ^{[1
]}

机构：

[1] Bu Ali Sina Univ, Fac Chem, Hamadan 6517838683, Iran

来源：

REACTIVE & FUNCTIONAL POLYMERS | 2007年 / 67卷 / 08期

关键词：

PVP-H2O2; polyvinylpyrrolidone-supported hydrogen peroxide; epoxidation; alpha; beta-unsaturated ketones; chalcones; heterogeneous conditions;

D O I：

10.1016/j.reactfunctpolym.2007.05.002

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

alpha,beta-Unsaturated ketones (chalcones) react with PVP-H2O2 in aqueous sodium hydroxide and 1,4-dioxane as solvent at 40 degrees C to give the corresponding epoxides under mild and heterogeneous conditions in excellent yields. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：723 / 727

页数：5

共 60 条

[1] A STEREODIVERGENT ACCESS TO NATURALLY-OCCURRING AMINOCARBASUGARS FROM (PHENYLSULFONYL)-7-OXABICYCLO[2.2.1]HEPTANE DERIVATIVES - TOTAL SYNTHESIS OF PENTA-N,O-ACETYL-(+/-)-VALIDAMINE AND ITS C-1 AND C-2 STEREOISOMERS [J].

ACENA, JL ;

ARJONA, O ;

DELAPRADILLA, RF ;

PLUMET, J ;

VISO, A .

JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (21) :6419-6424

[2] Synthesis and characterization of a polymer-supported salen ligand for enantioselective epoxidation [J].

Angelino, MD ;

Laibinis, PE .

MACROMOLECULES, 1998, 31 (22) :7581-7587

[3]

[Anonymous], J CHEM SOC P

[4] STEREOCONTROLLED TOTAL SYNTHESIS OF "1-ALPHA,25-DIHYDROXYCHOLECALCIFEROL AND 1-ALPHA,25-DIHYDROXYERGOCALCIFEROL [J].

BAGGIOLINI, EG ;

IACOBELLI, JA ;

HENNESSY, BM ;

BATCHO, AD ;

SERENO, JF ;

USKOKOVIC, MR .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (16) :3098-3108

[5]

BARTLETT PA, 1980, TETRAHEDRON, V36, P2

[6] AN EFFICIENT ASYMMETRIC-SYNTHESIS OF SUBSTITUTED PHENYL GLYCIDIC ESTERS [J].

BAURES, PW ;

EGGLESTON, DS ;

FLISAK, JR ;

GOMBATZ, K ;

LANTOS, I ;

MENDELSON, W ;

REMICH, JJ .

TETRAHEDRON LETTERS, 1990, 31 (45) :6501-6504

[7]

BENUIDENHOUDT BCB, 1987, TETRAHEDRON LETT, V28, P4857

[8] Inverse phase transfer catalysis.: III.: Optimization of the epoxidation reaction of α,β-unsaturated ketones by hydrogen peroxide. [J].

Boyer, B ;

Hambardzoumian, A ;

Roque, JP .

TETRAHEDRON, 1999, 55 (19) :6147-6152

[9]

Brukem S. D., 1984, J AM CHEM SOC, V106, P4558

[10] Chemoselective epoxidation of dienes using polymer-supported manganese porphyrin catalysts [J].

Brulé, E ;

de Miguel, YR ;

Hii, KK .

TETRAHEDRON, 2004, 60 (28) :5913-5918

← 1 2 3 4 5 6 →