A selective, convenient, and efficient conversion of sulfides to sulfoxides

被引：56

作者：

Xu, WL ^{[1
]}

Li, YZ ^{[1
]}

Zhang, QS ^{[1
]}

Zhu, HS ^{[1
]}

机构：

[1] Beijing Inst Technol, Sch Chem Engn & Environm, Beijing 100081, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2004年 / 02期

关键词：

sulfide; sulfoxide; oxidation; phenol; H2O2;

D O I：

10.1055/s-2004-44387

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel, convenient and chemoselective procedure for oxidizing sulfides to sulfoxides with 30% aqueous H2O2 in phenol at room temperature is described. The procedure is very simple and no strict conditions were required for the selective conversion without affecting the functional groups even including the highly reactive aldehyde group. The reactions proceeded very quickly in excellent yields. Some experimental evidences are presented describing the role of the solvent.

引用

页码：227 / 232

页数：6

共 28 条

[1]

Ali MH, 1997, SYNTHESIS-STUTTGART, P764

[2] Selective and mild oxidation of sulfides to sulfoxides by oxodiperoxo molybdenum complexes adsorbed onto silica gel [J].

Batigalhia, F ;

Zaldini-Hernandes, M ;

Ferreira, AG ;

Malvestiti, I ;

Cass, QB .

TETRAHEDRON, 2001, 57 (48) :9669-9676

[3]

Block E., 1978, REACTIONS ORGANOSULF

[4] SURFACE-MEDIATED REACTIONS .5. OXIDATION OF SULFIDES, SULFOXIDES, AND ALKENES WITH TERT-BUTYL HYDROPEROXIDE [J].

BRETON, GW ;

FIELDS, JD ;

KROPP, PJ .

TETRAHEDRON LETTERS, 1995, 36 (22) :3825-3828

[5] Oxidative desulphurisation of oils via hydrogen peroxide and heteropolyanion catalysis [J].

Collins, FM ;

Lucy, AR ;

Sharp, C .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 117 (1-3) :397-403

[6] OXIDATIONS WITH RUTHENIUM TETROXIDE [J].

DJERASSI, C ;

ENGLE, RR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (15) :3838-3840

[7] AN IMPROVED METHOD FOR OXIDATION OF SULFIDES TO SULFOXIDES WITH HYDROGEN-PEROXIDE IN METHANOL .27. [J].

DRABOWICZ, J ;

MIKOLAJCZYK, M .

SYNTHETIC COMMUNICATIONS, 1981, 11 (12) :1025-1030

[8] CHEMOSELECTIVE OXIDATIONS IN WATER OF FUNCTIONAL-GROUPS [J].

FRINGUELLI, F ;

PELLEGRINO, R ;

PIERMATTI, O ;

PIZZO, F .

SYNTHETIC COMMUNICATIONS, 1994, 24 (18) :2665-2673

[9]

Fuhrhop J., 1994, ORGANIC SYNTHESIS CO

[10] OXIDATION OF DIALKYL SULFIDES WITH NITRIC ACID [J].

GOHEEN, DW ;

BENNETT, CF .

JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (04) :1331-+

← 1 2 3 →