Microwave-accelerated epoxidation of α,β-unsaturated ketones with urea-hydrogen peroxide

被引:28
作者
dos Santos, AA [1 ]
Wendler, EP [1 ]
Marques, FD [1 ]
Simonelli, F [1 ]
机构
[1] Univ Fed Parana, Dept Quim, Lab Ecol Quim & Sintese Organ, BR-81531900 Curitiba, Parana, Brazil
关键词
alpha; beta-unsaturated ketones; urea-hydrogen peroxide; epoxidation; microwave irradiation;
D O I
10.2174/1570178043488824
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction time needed to perform the epoxidation of several cc, D-unsaturated ketones with urea-hydrogen peroxide were substantially reduced by means of microwave irradiation. This environmental friendly, protocol showed to be very useful, especially to effect the epoxidation of sterically hindered substrates.
引用
收藏
页码:47 / 49
页数:3
相关论文
共 39 条
[1]   Synthetic applications of nonmetal catalysts for homogeneous oxidations [J].
Adam, W ;
Saha-Möller, CR ;
Ganeshpure, PA .
CHEMICAL REVIEWS, 2001, 101 (11) :3499-3548
[2]   USE OF A DOMESTIC MICROWAVE-OVEN IN ORGANOMETALLIC CHEMISTRY [J].
ALI, M ;
BOND, SP ;
MBOGO, SA ;
MCWHINNIE, WR ;
WATTS, PM .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 371 (01) :11-13
[3]  
[Anonymous], 1941, J. Am. Chem. Soc, DOI [10.1021/ja01851a007, DOI 10.1021/JA01851A007]
[4]  
BACHURST DR, 1988, J CHEM SOC CHEM COMM, P829
[5]   APPLICATION OF MICROWAVE DIELECTRIC LOSS HEATING EFFECTS FOR THE RAPID AND CONVENIENT SYNTHESIS OF ORGANOMETALLIC COMPOUNDS [J].
BAGHURST, DR ;
MINGOS, DMP ;
WATSON, MJ .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1989, 368 (03) :C43-C45
[6]   DESIGN AND APPLICATION OF A REFLUX MODIFICATION FOR THE SYNTHESIS OF ORGANOMETALLIC COMPOUNDS USING MICROWAVE DIELECTRIC LOSS HEATING EFFECTS [J].
BAGHURST, DR ;
MINGOS, DMP .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1990, 384 (03) :C57-C60
[7]   ORGANIC-SYNTHESIS IN MICROWAVE FIELD - 1ST EXAMPLE OF SPECIFIC ACTIVATION UNDER HOMOGENEOUS CONDITIONS [J].
BERLAN, J ;
GIBOREAU, P ;
LEFEUVRE, S ;
MARCHAND, C .
TETRAHEDRON LETTERS, 1991, 32 (21) :2363-2366
[8]   MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].
CADDICK, S .
TETRAHEDRON, 1995, 51 (38) :10403-10432
[9]   OXIDATION REACTIONS USING UREA HYDROGEN-PEROXIDE - A SAFE ALTERNATIVE TO ANHYDROUS HYDROGEN-PEROXIDE [J].
COOPER, MS ;
HEANEY, H ;
NEWBOLD, AJ ;
SANDERSON, WR .
SYNLETT, 1990, (09) :533-535
[10]   A simple and efficient method for epoxidation of terminal alkenes [J].
Coperet, C ;
Adolfsson, H ;
Sharpless, KB .
CHEMICAL COMMUNICATIONS, 1997, (16) :1565-1566