Selective oxidation of sulfides to sulfoxides and sulfones at room temperature using H2O2 and a Mo(VI) salt as catalyst

被引：154

作者：

Jeyakumar, Kandasamy ^{[1
]}

Chand, Dillip Kumar ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Madras 600036, Tamil Nadu, India

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 27期

关键词：

D O I：

10.1016/j.tetlet.2006.04.153

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Selective oxidation of sulfides to sulfoxides and sulfones is achieved by H2O2 using MoO2Cl2 as the catalyst. Various substituted sulfides having functional groups Such as methyl, methoxy, bromo, nitro, alkene. alkyne, alcohol. ester, aldehyde and remarkably an oxime are successfully and selectively oxidized without affecting the sensitive functionalities. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：4573 / 4576

页数：4

共 42 条

[1] 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

[2] Synthesis of heteroaromatic analogues of (2-aryl-1-cyclopentenyl-1-alkylidene)-(arylmethyloxy)amine COX-2 inhibitors: effects on the inhibitory activity of the replacement of the cyclopentene central core with pyrazole, thiophene or isoxazole ring [J].

Balsamo, A ;

Coletta, I ;

Guglielmotti, A ;

Landolfi, C ;

Mancini, F ;

Martinelli, A ;

Milanese, C ;

Minutolo, F ;

Nencetti, S ;

Orlandini, E ;

Pinza, M ;

Rapposelli, S ;

Rossello, A .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2003, 38 (02) :157-168

[3] OXIDATION OF ELECTRON-DEFICIENT SULFIDES TO SULFONES USING HOF.CH3CN [J].

BECKERBAUER, R ;

SMART, BE ;

BAREKET, Y ;

ROZEN, S .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (19) :6186-6187

[4] 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

[5] Regeneration of carbonyl compounds from oximes and hydrazones using peroxymonosulfate on silica gel under solvent-free conditions [J].

Bose, DS ;

Narsaiah, AV ;

Lakshminarayana, V .

SYNTHETIC COMMUNICATIONS, 2000, 30 (17) :3121-3125

[6] Nucleophilic acyl substitutions of anhydrides with protic nucleophiles catalyzed by amphoteric, oxomolybdenum species [J].

Chen, CT ;

Kuo, JH ;

Pawar, VD ;

Munot, YS ;

Weng, SS ;

Ku, CH ;

Liu, CY .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (04) :1188-1197

[7] DIRECT TRIFLUOROMETHYLTHIOLATION OF ARYL HALIDES USING METHYL FLUOROSULFONYLDIFLUOROACETATE AND SULFUR [J].

CHEN, QY ;

DUAN, JX .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (11) :918-919

[8] Selective oxidation of allylic sulfides by hydrogen peroxide with the trirutile-type solid oxide catalyst LiNbMoO6 [J].

Choi, S ;

Yang, JD ;

Ji, M ;

Choi, H ;

Kee, M ;

Ahn, KH ;

Byeon, SH ;

Baik, W ;

Koo, S .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (24) :8192-8198

[9] Tungstate-exchanged Mg-Al-LDH catalyst: an eco-compatible route for the oxidation of sulfides in aqueous medium [J].

Choudary, BM ;

Bharathi, B ;

Reddy, CV ;

Kantam, ML .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (18) :2069-2074

[10] VO(acac)2 catalyzed oxidative deprotection of oximes, hydrazones, and semicarbazones [J].

De, SK .

SYNTHETIC COMMUNICATIONS, 2004, 34 (23) :4409-4415

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