Cerium (IV) triflate-catalyzed selective oxidation of sulfides to sulfoxides with aqueous hydrogen peroxide

被引:31
作者
Raju, B. Rama [1 ]
Sarkar, S. [1 ]
Reddy, U. Chandramoulali [1 ]
Saikia, Anil K. [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India
关键词
Cerium (IV) triflate; Catalyst; Selective; Sulfide/oxidation/sulfoxide/hydrogen peroxide; MOLECULAR-OXYGEN OXIDATION; SURFACE-MEDIATED REACTIONS; CHEMOSELECTIVE OXIDATION; ORGANIC-COMPOUNDS; THIOETHERS; EFFICIENT; SULFONES; DEPROTECTION; EPOXIDES; ALCOHOLS;
D O I
10.1016/j.molcata.2009.04.006
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
Cerium (IV) triflate catalyzes the selective oxidation of a variety of dialkyl, alkyl aryl and Cyclic sulfides to the corresponding sulfoxides in the presence of aqueous hydrogen peroxide (50%) in high yields. The method is compatible with many functional groups including alcohols, aldehydes, olefins, halogens, nitriles and esters. (C) 2009 Elsevier B.V. All rights reserved.
引用
收藏
页码:169 / 173
页数:5
相关论文
共 53 条
[1]   Oxidation of alcohols using cerium(IV) alkyl phosphonate modified silica [J].
Al-Haq, N ;
Sullivan, AC ;
Wilson, JRH .
TETRAHEDRON LETTERS, 2003, 44 (04) :769-771
[2]   Selective oxidations of sulfides to sulfoxides using immobilised cerium alkyl phosphonate [J].
Al-Hashimi, M ;
Roy, G ;
Sullivan, AC ;
Wilson, JRH .
TETRAHEDRON LETTERS, 2005, 46 (25) :4365-4368
[3]  
Ali MH, 1997, SYNTHESIS-STUTTGART, P764
[4]   SYNTHESIS OF SULFOXIDES BY PHASE-TRANSFER CATALYZED OXIDATION OF SULFIDES BY CERIUM(IV) AMMONIUM-NITRATE [J].
BACIOCCHI, E ;
PIERMATTEI, A ;
RUZZICONI, R .
SYNTHETIC COMMUNICATIONS, 1988, 18 (16-17) :2167-2171
[5]   Deprotection of t-butyldimethylsilyl ethers promoted by cerium(IV) triflate [J].
Bartoli, G ;
Cupone, G ;
Dalpozzo, R ;
De Nino, A ;
Maiuolo, L ;
Procopio, A ;
Sambri, L ;
Tagarelli, A .
TETRAHEDRON LETTERS, 2002, 43 (34) :5945-5947
[6]  
BERENGUER MR, Patent No. 1270555
[7]  
BERENGUER MR, 2003, CHEM ABSTR 242230, V135
[8]   METAL CATALYSIS IN OXIDATION BY PEROXIDES .21. SULFIDE OXIDATION AND OLEFIN EPOXIDATION BY DILUTE HYDROGEN-PEROXIDE CATALYZED BY MOLYBDENUM AND TUNGSTEN DERIVATIVES UNDER PHASE-TRANSFER CONDITIONS [J].
BORTOLINI, O ;
DIFURIA, F ;
MODENA, G ;
SERAGLIA, R .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (15) :2688-2690
[9]   APPLICATIONS OF SULFOXIDES TO ASYMMETRIC-SYNTHESIS OF BIOLOGICALLY-ACTIVE COMPOUNDS [J].
CARRENO, MC .
CHEMICAL REVIEWS, 1995, 95 (06) :1717-1760
[10]  
CATINO AJ, 2000, J AM CHEM SOC, V122, P1729