URONIUM HYDROGEN SULFATE/UREA-HYDROGEN PEROXIDE AS A GREEN AND METAL-FREE CATALYTIC SYSTEM FOR THE EFFICIENT, CHEMO-, AND HOMOSELECTIVE OXIDATION OF SULFIDES TO SULFOXIDES

被引：20

作者：

Hasaninejad, Alireza ^{[2
]}

Chehardoli, Gholamabbas ^{[1
]}

Zolfigol, Mohammad Ali ^{[3
]}

Abdoli, Abbas ^{[3
]}

机构：

[1] Hamedan Univ Med Sci, Sch Pharm, Hamadan 65178, Iran

[2] Persian Gulf Univ, Dept Chem, Fac Sci, Bushehr, Iran

[3] Bu Ali Sina Univ, Fac Chem, Hamadan, Iran

来源：

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS | 2011年 / 186卷 / 02期

关键词：

Chemoselective; oxidation; sulfides; sulfoxides; urea hydrogen peroxide (UHP); uronium hydrogen sulfate (UHS); SILICA SULFURIC-ACID; IN-SITU GENERATION; SELECTIVE OXIDATION; CORRESPONDING TRIAZOLINEDIONES; TRIMETHYLSILYL ETHERS; CHEMOSELECTIVE OXIDATION; CARBONYL-COMPOUNDS; ALUMINUM-CHLORIDE; AMMONIUM-NITRATE; 1ST REPORT;

D O I：

10.1080/10426507.2010.494919

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

An efficient, chemoselective, and metal-free oxidation of sulfides is described using urea-hydrogen proxide (UHP) adduct as a stable, inexpensive, and easily handled reagent in the presence of uronium hydrogen sulfate (UHS). Both UHP and UHS release urea as an environmentally benign byproduct. The advantages of the described method are generality, chemoselectivity, short reaction time, low cost, high atom economy, and green chemistry protocols.

引用

页码：271 / 280

页数：10

共 66 条

[1]

ADIA KJ, 1963, INORG NUCL CHEM, V25, P165

[2] Selective oxidation of sulfides to sulfoxides using a silica immobilised vanadyl alkyl phosphonate catalyst [J].

Al-Hashimi, Mohammed ;

Fisset, Emilie ;

Sullivan, Alice C. ;

Wilson, John R. H. .

TETRAHEDRON LETTERS, 2006, 47 (46) :8017-8019

[3] A simple and efficient procedure for oxidation of sulfides to sulfoxides on hydrated silica gel with ceric ammonium nitrate (CAN) in methylene chloride. [J].

Ali, MH ;

Leach, DR ;

Schmitz, CE .

SYNTHETIC COMMUNICATIONS, 1998, 28 (16) :2969-2981

[4] Oxidation of sulfides with pyridinium tribromide in the presence of hydrated silica gel [J].

Ali, Mohammed Hashmat ;

Stricklin, Susan .

SYNTHETIC COMMUNICATIONS, 2006, 36 (12) :1779-1786

[5]

[Anonymous], 1994, SYNTHESIS SULFONES S

[6]

ARRENO MC, 1995, CHEM REV, V95, P1717

[7] Oxidation of sulfides by peroxidases. Involvement of radical cations and the rate of the oxygen rebound step [J].

Baciocchi, E ;

Lanzalunga, O ;

Malandrucco, S ;

Ioele, M ;

Steenken, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (37) :8973-8974

[8] Selective oxidation of sulfides to sulfoxides and sulfones using hydrogen peroxide (H2O2) in the presence of zirconium tetrachloride [J].

Bahrami, K .

TETRAHEDRON LETTERS, 2006, 47 (12) :2009-2012

[9] Deprotection of trimethylsilyl ethers to corresponding alcohols promoted by silica chloride: a heterogeneous and eco-friendly protocol [J].

Bamoniri, A. ;

Mirjalili, B. F. ;

Zolfigol, M. A. ;

Mohammadpoor-Baltork, I. .

JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2007, 4 (03) :332-335

[10] THE ORGANOSULFUR CHEMISTRY OF THE GENUS ALLIUM - IMPLICATIONS FOR THE ORGANIC-CHEMISTRY OF SULFUR [J].

BLOCK, E .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1992, 31 (09) :1135-1178

← 1 2 3 4 5 6 7 →