Epoxidation of α,β-unsaturated ketones in water.: An environmentally benign protocol

被引:68
作者
Fioroni, G [1 ]
Fringuelli, F [1 ]
Pizzo, F [1 ]
Vaccaro, L [1 ]
机构
[1] Univ Perugia, Dept Chem, I-06100 Perugia, Italy
关键词
D O I
10.1039/b303883a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An easy, cheap procedure is proposed for the epoxidation of alpha,beta-unsaturated ketones in water as the sole reaction medium and using bases such as NaOH and CTAOH as promoting agents and hydrogen peroxide as oxidant. By using solely water, the reaction medium can be recycled which is important for reducing wastes. An example of an alpha-functionalization of alpha,beta-unsaturated ketones by a one-pot procedure in water is reported.
引用
收藏
页码:425 / 428
页数:4
相关论文
共 66 条
[41]  
Fringuelli F, 2000, SYNTHESIS-STUTTGART, P646
[42]  
FRINGUELLI F, 1995, LIFE CHEM REPORTS, V13, P133
[43]  
Fringuelli F., 1998, ORG SYNTH WATER, P223
[44]  
Fringuelli F., 1998, ORGANIC SYNTHESIS WA, P250
[45]   Recent developments on the epoxidation of alkenes using hydrogen peroxide as an oxidant [J].
Grigoropoulou, G ;
Clark, JH ;
Elings, JA .
GREEN CHEMISTRY, 2003, 5 (01) :1-7
[46]   SYNTHESIS OF "2-HYDROXY-3-METHYL-2-CYCLOPENTENONE FROM ISOPRENE [J].
HO, TL ;
LIU, SH .
SYNTHETIC COMMUNICATIONS, 1983, 13 (08) :685-690
[47]  
HO TL, 1981, Patent No. 4359586
[48]   Highly efficient epoxidation of α,β-unsaturated ketones by hydrogen peroxide with a base hydrotalcite catalyst prepared from metal oxides [J].
Honma, T ;
Nakajo, M ;
Mizugaki, T ;
Ebitani, K ;
Kaneda, K .
TETRAHEDRON LETTERS, 2002, 43 (35) :6229-6232
[49]   THE REARRANGEMENT OF ALPHA,BETA-EPOXY KETONES .5. REARRANGEMENTS RESULTING IN RING CONTRACTION [J].
HOUSE, HO ;
WASSON, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (06) :1488-1492
[50]   Practical epoxidation of alpha,beta-unsaturated ketones with tetra-n-butylammonium peroxydisulfate [J].
Kim, YH ;
Hwang, JP ;
Yang, SG .
TETRAHEDRON LETTERS, 1997, 38 (17) :3009-3012