Synthesis of gem-dihydroperoxides from ketones using silica-supported sodium hydrogen sulfate as a heterogeneous catalyst

被引:49
作者
Das, Biswanath [1 ]
Veeranjaneyulu, Boyapati [1 ]
Krishnaiah, Maddeboina [1 ]
Balasubramanyam, P. [1 ]
机构
[1] Indian Inst Chem Technol, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
关键词
NaHSO(4)center dot SiO(2); ketones; gem-dihydroperoxides; heterogeneous catalyst;
D O I
10.1016/j.molcata.2008.01.016
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
NaHSO(4)center dot SiO(2) was found to be an efficient catalyst for the synthesis of gem-dihydroperoxides from ketones and aqueous (50%) H(2)O(2) under mild and heterogeneous conditions at room temperature within a short period of time. The method presented here has the advantages of environmental benignancy, good to excellent yields and simple operational procedure. (C) 2008 Elsevier B.V. All rights reserved.
引用
收藏
页码:116 / 119
页数:4
相关论文
共 16 条
[1]  
Adam W., 2000, PEROXIDE CHEM MECH P
[3]   A simple and efficient synthesis of gem-dihydroperoxides from ketones using aqueous hydrogen peroxide and catalytic ceric ammonium nitrate [J].
Das, Biswanath ;
Krishnaiah, Maddeboina ;
Veeranjaneyulu, Boyapati ;
Ravikanth, Bommena .
TETRAHEDRON LETTERS, 2007, 48 (36) :6286-6289
[4]   Regio- and stereoselective ring opening of epoxides and aziridines using zirconyl chloride:: An efficient approach for the synthesis of β-chlorohydrins and β-chloroamines [J].
Das, Biswanath ;
Krishnaiah, Maddeboina ;
Venkateswarlu, Katta .
CHEMISTRY LETTERS, 2007, 36 (01) :82-83
[5]   Highly regioselective ring opening of epoxides and aziridines using (bromodimethyl)sulfonium bromide [J].
Das, Biswanath ;
Krishnaiah, Maddeboina ;
Venkateswarlu, Katta .
TETRAHEDRON LETTERS, 2006, 47 (26) :4457-4460
[6]   Synthesis and notable antimalarial activity of acyclic peroxides, 1-(alkyldioxy)-1-(methyldioxy)cyclododecanes [J].
Hamada, Y ;
Tokuhara, H ;
Masuyama, A ;
Nojima, M ;
Kim, HS ;
Ono, K ;
Ogura, N ;
Wataya, Y .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (06) :1374-1378
[7]   One-pot synthesis of non-symmetric tetraoxanes with the H2O2/MTO/fluorous alcohol system [J].
Iskra, J ;
Bonnet-Delpon, D ;
Bégué, JP .
TETRAHEDRON LETTERS, 2003, 44 (33) :6309-6312
[8]   Facile epoxidation of α,β-unsaturated ketones with cyclohexylidenebishydroperoxide [J].
Jakka, Kavitha ;
Liu, Jinyun ;
Zhao, Cong-Gui .
TETRAHEDRON LETTERS, 2007, 48 (08) :1395-1398
[9]   A NEW METHOD FOR THE SYNTHESIS OF GEM-DIHYDROPEROXIDES [J].
JEFFORD, CW ;
LI, Y ;
JABER, A ;
BOUKOUVALAS, J .
SYNTHETIC COMMUNICATIONS, 1990, 20 (17) :2589-2596
[10]  
KIM HS, 2007, J CHEM SOC P1, P1867