Selective and mild oxidation of sulfides to sulfoxides or sulfones using H2O2 and Cp′Mo(CO)3Cl as catalysts

被引:86
作者
Gamelas, Carla A. [1 ,2 ]
Lourenco, Tiago [1 ]
da Costa, Andre Pontes [1 ]
Simplicio, Ana L. [1 ]
Royo, Beatriz [1 ]
Romao, Carlos C. [1 ]
机构
[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol, EAN, P-2780157 Oeiras, Portugal
[2] Inst Politecn Setubal, Escola Super Tecnol, P-2910761 Setubal, Portugal
关键词
sulfoxide; sulfone; hydrogen peroxide; molybdenum complexes;
D O I
10.1016/j.tetlet.2008.05.126
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dialkyl, aryl-alkyl, benzylic, and benzothiophenic sulfides are selectively oxidized to sulfoxides or sulfones, with stoichiometric amounts of H2O2 (aq) or TBHP, in the presence of complexes Cp'Mo(CO)(3)Cl, CpMoO2Cl and the mesoporous material MCM-41-2 as catalysts. The use of the thianthrene 5-oxide (SSO) probe shows that CpMo(CO)(3)Cl/H2O2 or TBHP are electrophilic oxidants (Xso <= 15). The same conclusion is drawn from competition experiments with a mixture of p-ClC6H4SCH3 and C6H5SOCH3. (C) 2008 Elsevier Ltd. All rights reserved.
引用
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页码:4708 / 4712
页数:5
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