SIOC 中文
CJOG
Adv search

Chinese Journal of Organic Chemistry >

2012 >Issue 03: 624 - 626

DOI: https://doi.org/10.6023/cjoc1105181

Notes

Selective Synthesis of Sulfoxides by Oxidation Using MoO3/Al2O3 as Catalyst

  • Sun Li ,
  • Yang Zhenping ,
  • Guo Hanqi ,
  • Pei Wen
Expand
  • College of Chemical Engineering and Materials, Zhejiang University of Technology, Hangzhou 310014

Received date: 2011-05-18

  Revised date: 2011-10-19

  Online published: 2012-03-24

Fold

Abstract

MoO3/Al2O3 solid base catalysts were prepared by impregnation method and the catalytic activity of MoO3, Al2O3 and MoO3/Al2O3 were investigated in the oxidation reaction of sulfoether to sulfoxide using H2O2 as oxidant. The result indicated that the conversion was 100% and no by-product produced when the catalyst of MoO3/Al2O3 loaded 20% of MoO3. Then, the intermediate of lansoprazole was oxidated by using the same method to get the corresponding lansoprazole in the yield of 80%. The catalyst could be used 6 times without deactivity.

Key words： MoO3/Al2O3; sulfides; lansoprazole; oxidationg reaction

Cite this article

Sun Li , Yang Zhenping , Guo Hanqi , Pei Wen . Selective Synthesis of Sulfoxides by Oxidation Using MoO3/Al2O3 as Catalyst[J]. Chinese Journal of Organic Chemistry, 2012 , (03) : 624 -626 . DOI: 10.6023/cjoc1105181

References

[1] Madesclaire, M. Tetrahedron 1986, 42, 5459.  

[2] Frenanez, I.; Khiar, N. Chem. Rev. 2003, 103, 3651.  

[3] Wu, Y.-C.; Hu, F.-Z.; Yang, H.-Z. Chem. Reag. 2003, 25, 329 (inChinese).(吴彦超, 胡方中, 杨华铮, 化学试剂, 2003, 25, 329.)

[4] Kaczorowska, K.; Kolarska, Z.; Mitka, K.; Kowalski, P. Tetrahedron2005, 61, 8315.  

[5] Surendra, K.; Krishnaveni, N. S.; Kumar, V. P.; Sridhar, R.; Rao, K.R. Tetrahedron Lett. 2005, 46, 4581.  

[6] Bahrami, K. Tetrahedron Lett. 2006, 47, 2009.  

[7] Xiong, Z. X.; Huang, N. P.; Zhong, P. Synth. Commun. 2001, 31,245.  

[8] Shaabani, A.; Teimouri, M. B.; Safaei, H. R. Synth. Commun. 2000,30, 265.  

[9] Kar, G.; Saikia, A. K.; Bora, U.; Dehury, S. K.; Chaudhuri, M. K.Tetrahedron Lett. 2003, 44, 4503.  

[10] Shukla, V. G.; Salgaonkar, P. D.; Akamanchi, K. G. J. Org. Chem.2003, 68, 5422.  

[11] Romanelli, G. P.; Bennardi, D. O.; Palermo, V.; Vazquez, P. G.;Tundo, P. Lett. Org. Chem. 2007, 4, 544.  

[12] Kirihara, M,; Yamamoto, J.; Noguchi, T.; Hirai, Y. Tetrahedron Lett.2009, 50, 1180.  

[13] (a) Lane, B. S.; Burgess, K. Chem. Rev. 2003, 103, 2457.(b) Sato, K.; Aoki, M.; Noyori, R. Science 1998, 281, 1646.  

[14] Anisimov, A. V.; Fedorova, E. V.; Lesnugin, A. Z.; Senyavin, V. M.;Aslaov, L. A.; Rybakov, V. B.; Tarakanova, A. V. Catal. Today2003, 78, 319.  

[15] Okun, N. M.; Tarr, J. C.; Hilleshiem, D. A.; Zhang, L.; Hardcastle,K. L.; Hill, C. L. J. Mol. Catal. A: Chem. 2006, 246, 11.  

[16] Kropp, P. J.; Breton, G. W.; Fields, J. D.; Tung, J. C.; Loomis, B. R.J. Am. Chem. Soc. 2000, 122, 4280.  

[17] Kubo, K.; Oda, K.; Kaneko, T.; Satoh, H.; Nohara, A. Chem.Pharm. Bull. 1990, 38, 2853.  

[18] Ozanne-Beaudenon, A.; Quideau, S. Tetrahedron Lett. 2006, 47,5869.  

[19] Ado, C.; Giorgio, M. Gazz. Chim. Ital. 1959, 89843.

[20] Caroline, C.; Cedric, B.; Stephane, P.; Patrick, M. J. Org. Chem.2005, 70, 2812.  

[21] Sui, T.; Yudin, A. K. Org. Lett. 2002, 4, 1839.  

[22] Makosza, M.; Owczarczyk, Z. J. Org. Chem. 1989, 54, 5094.  
Options
Outlines

/

〈 〉