Chemoselective oxidation of organic sulfides catalyzed by Fe(III) complexes

被引：28

作者：

Kinen, Claudio O. ^{[1
]}

Rossi, Laura I. ^{[1
]}

de Rossi, Rita H. ^{[1
]}

机构：

[1] Univ Nacl Cordoba, Fac Ciencias Quim, Dept Quim Organ, INFIQC, RA-5000 Cordoba, Argentina

来源：

APPLIED CATALYSIS A-GENERAL | 2006年 / 312卷

关键词：

chemoselectivity; sulfoxidation; iron(III) complexes; cyclodextrins; catalysis;

D O I：

10.1016/j.apcata.2006.06.038

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：

Different iron(III) complexes were used as catalysts in sulfoxidation reactions giving excellent yields and a high chemoselectivity. Among the complexes, the best one was a solid beta-cyclodextrin-FeBr3 complex. Sulfoxidation takes place with high chemoselectivity in the presence of other groups such as benzaldehyde, benzylic alcohol, benzylic methylene and benzothiazole. (C) 2006 Elsevier B.V. All rights reserved.

引用

页码：120 / 124

页数：5

共 37 条

[1] Synthesis of sulfoxides by the hydrogen peroxide induced oxidation of sulfides catalyzed by iron tetrakis(pentafluorophenyl)porphyrin: Scope and chemoselectivity [J].

Baciocchi, E ;

Gerini, MF ;

Lapi, A .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (10) :3586-3589

[2] Aerobic oxidation of alcohols to carbonyl compounds mediated by poly(ethylene glycol)-supported TEMPO radicals [J].

Benaglia, M ;

Puglisi, A ;

Holczknecht, O ;

Quici, S ;

Pozzi, G .

TETRAHEDRON, 2005, 61 (51) :12058-12064

[3] Pd(II)-biquinoline catalyzed aerobic oxidation of alcohols in water [J].

Buffin, BP ;

Clarkson, JP ;

Belitz, NL ;

Kundu, A .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2005, 225 (01) :111-116

[4] APPLICATIONS OF SULFOXIDES TO ASYMMETRIC-SYNTHESIS OF BIOLOGICALLY-ACTIVE COMPOUNDS [J].

CARRENO, MC .

CHEMICAL REVIEWS, 1995, 95 (06) :1717-1760

[5] Asymmetric synthesis of esomeprazole [J].

Cotton, H ;

Elebring, T ;

Larsson, M ;

Li, L ;

Sörensen, H ;

von Unge, S .

TETRAHEDRON-ASYMMETRY, 2000, 11 (18) :3819-3825

[6] METHYLENECYCLOPROPANE REARRANGEMENT AS A PROBE FOR FREE-RADICAL SUBSTITUENT EFFECTS - EFFECT OF SULFUR IN VARIOUS OXIDATION-STATES [J].

CREARY, X ;

MEHRSHEIKHMOHAMMADI, ME .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (07) :1110-1114

[7]

Cremlyn R. J., 1996, INTRO ORGANOSULFUR C

[8] Regioselective aerobic oxidation of bis-sulfides into monosulfoxides [J].

Dell'Anna, MM ;

Mastrorilli, P ;

Nobile, CF ;

Taurino, MR ;

Calò, V ;

Nacci, A .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2000, 151 (1-2) :61-69

[9] Recent developments in the synthesis and utilization of chiral sulfoxides [J].

Fernández, I ;

Khiar, N .

CHEMICAL REVIEWS, 2003, 103 (09) :3651-3705

[10] A selective and convenient oxidation of sulfides to sulfoxides with ferric nitrate and silica gel [J].

Hirano, M ;

Komiya, K ;

Yakabe, S ;

Clark, JH ;

Morimoto, T .

ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1996, 28 (06) :705-708

← 1 2 3 4 →