Chemoselective Oxidation of Sulfides to Sulfoxides with Urea-Hydrogen Peroxide Complex Catalysed by Diselenide

被引：19

作者：

Page, Philip C. Bulman ^{[1
]}

Buckley, Benjamin R. ^{[2
]}

Elliott, Claire ^{[2
]}

Chan, Yohan ^{[1
]}

Dreyfus, Nicolas ^{[3
]}

Marken, Frank ^{[4
]}

机构：

[1] Univ E Anglia, Sch Chem, Norwich NR4 7TJ, Norfolk, England

[2] Univ Loughborough, Dept Chem, Loughborough LE11 3TU, Leics, England

[3] Lilly Res Ctr, Windlesham KT13 8JT, Surrey, England

[4] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

来源：

SYNLETT | 2016年 / 27卷 / 01期

关键词：

sulfoxidation; urea-hydrogen peroxide; diphenyl diselenide; oxidation; catalysis; BAEYER-VILLIGER OXIDATION; SELECTIVE OXIDATION; AROMATIC-ALDEHYDES; CRYSTAL-STRUCTURE; ALLYLIC ALCOHOLS; EPOXIDATION; EFFICIENT; ALKENES; KETONES; ACIDS;

D O I：

10.1055/s-0034-1378827

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly selective catalytic oxidation system has been developed for the conversion of sulfides into the corresponding sulfoxides using urea-hydrogen peroxide as stoichiometric oxidant in the presence of a catalytic quantity of diphenyl diselenide.

引用

页码：80 / 82

页数：3

共 39 条

[1] Methyltrioxorhenium(VII)-catalyzed epoxidation of alkenes with the urea hydrogen peroxide adduct [J].

Adam, W ;

Mitchell, CM .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (05) :533-535

[2] Catalytic oxidation of sulfides to sulfoxide using manganese(III) complexes with bidentate O,N-donor oxazoline ligand and UHP oxidizing agent [J].

Bagherzadeh, Mojtaba ;

Latifi, Reza ;

Tahsini, Laleh ;

Amini, Mojtaba .

CATALYSIS COMMUNICATIONS, 2008, 10 (02) :196-200

[3] Synthesis, crystal structure and catalytic activity of a novel Mo(VI)-oxazoline complex in highly efficient oxidation of sulfides to sulfoxides by urea hydrogen peroxide [J].

Bagherzadeh, Mojtaba ;

Tahsini, Laleh ;

Latifi, Reza ;

Ellern, Arkady ;

Woo, L. Keith .

INORGANICA CHIMICA ACTA, 2008, 361 (07) :2019-2024

[4] Oxidation of sulfides with urea-hydrogen peroxide catalyzed by iron-salen complexes [J].

Bagherzadeh, Mojtaba ;

Zare, Maryam .

JOURNAL OF SULFUR CHEMISTRY, 2011, 32 (04) :335-343

[5] A PRACTICAL CATALYTIC METHOD FOR THE PREPARATION OF STEROIDAL 1,4-DIEN-3-ONES BY OXYGEN ATOM TRANSFER FROM IODOXYBENZENE TO DIPHENYL DISELENIDE [J].

BARTON, DHR ;

GODFREY, CRA ;

MORZYCKI, JW ;

MOTHERWELL, WB ;

LEY, SV .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1982, (08) :1947-1952

[6] The regio- and stereo- selective epoxidation of alkenes with methyl trioxorhenium and urea-hydrogen peroxide adduct. [J].

Boehlow, TR ;

Spilling, CD .

TETRAHEDRON LETTERS, 1996, 37 (16) :2717-2720

[7] Oxaziridine-mediated catalytic hydroxylation of unactivated 3° C-H bonds using hydrogen peroxide [J].

Brodsky, BH ;

Du Bois, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (44) :15391-15393

[8] A practical, efficient, and rapid method for the oxidation of electron deficient pyridines using trifluoroacetic anhydride and hydrogen peroxide-urea complex [J].

Caron, S ;

Do, NM ;

Sieser, JE .

TETRAHEDRON LETTERS, 2000, 41 (14) :2299-2302

[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] Selective epoxidation of cyclohexene to cyclohexene oxide catalyzed by Keggin-type heteropoly compounds using anhydrous urea-hydrogen peroxide as oxidizing reagent and acetonitrile as the solvent [J].

Ding, Y ;

Gao, Q ;

Li, GX ;

Zhang, HP ;

Wang, JM ;

Yan, L ;

Suo, JS .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 218 (02) :161-170

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