Selective oxidation of organic sulfides to sulfoxides by hydrogen peroxide with trirutile-type solid oxide catalyst HNbMoO6

Bulletin of the Korean Chemical Society

Volumn 25, Issue 3, 2004, Pages 341-342

  Ahn, Kwang Hyun ^a   Choi, Soojin ^a   Nam, Hyo Jin ^a   Byeon, Song Ho ^a  

^a Kyung Hee University   (South Korea)

Author keywords

Heterogeneous catalyst; Hydrogen peroxide; Sulfoxide; Trirutile solid oxide

Indexed keywords

HYDROGEN; HYDROGEN PEROXIDE; METAL COMPLEX; METAL OXIDE; MOLYBDENUM COMPLEX; NIOBIUM; ORGANOSULFUR DERIVATIVE; SULFIDE; SULFOXIDE; TITANIUM DIOXIDE;

ARTICLE; CATALYST; CHEMICAL MODIFICATION; OXIDATION;

EID: 3042524607     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2004.25.3.341     Document Type: Article

References (20)

1. (a) Capozzi, G.; Drabowicz, J.; Kielbasinski, P.; Mikolajczyk, M.; Menichetti, S.; Nativi, C.; Schank, K.; Schott, N.; Zoller, U. Syntheses of Sulphones, Sulphoxides and Cyclic Sulphides; John Wiley & Sons: Chichester, 1994.
2. (b) Uemura, S. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol 7, pp 762-765.
3. (c) Fernandez, I.; Khiar, N. Chem. Rev. 2003, 103, 3651.
4. (d) Carreno, M. C. Chem. Rev. 1995, 95, 1717.
5. (a) Palucki, M.; Hanson, P.; Jacobsen, E. N. Tetrahedron Lett. 1992, 33, 7111.
6. (b) Bolm, C.; Bienewald, F. Angew. Chem. Int. Ed. Engl. 1995, 34, 2640.
7. (c) Yamazaki, S. Bull. Chem. Soc. Jpn. 1996, 69, 2955.
8. (d) Vetter, A. H.; Berkessel, A. Tetrahedron Lett. 1998, 39, 1741.
9. (e) Fraile, J. M.; Garcia, J. I.; Lazaro, B.; Mayoral, J. A. Chem. Commun. 1998, 1807.
10. (f) Gunaratne, H. Q. N.; McKervey, M. A.; Feutren, S.; Finlay, J.; Boyd, J. Tetrahedron Lett. 1998, 39, 5655.
11. (a) Hulea, V.; Moreau, P.; Renzo, F. D. J. Mol. Cat. A: Chem. 1996, 111, 325.
12. (b) Dumitriu, E.; Guimon, C.; Cordoneanu, A.; Casenave, S.; Hulea, T.; Chelaru C.; Martinez, H.; Hulea, V. Catal. Today 2001, 66, 529.
13. (a) Blasse, G.; dePauw, A. D. M. J. Inorg. Nucl. Chem. 1970, 32, 3960.
14. (b) Bhuvanesh, N. S. P.; Gopalakrishinan, J. Inorg. Chem. 1995, 34, 3760.
15. (a) Bhuvanesh, N. S. P.; Prasad, B. R.; Subramanian, C. K.; Gopalakrishinan, J. Chem. Commun. 1996, 289.
16. (b) Nam, H.-J.; Kim, H.; Chang, S. H.; Kang, S.-G.; Byeon, S.-H. Solid State Ionics 1999, 120, 189.
17. Choi, S.; Yang, J.-D.; Ji, M.; Choi, H.; Kee, M.; Ahn, K.-H.; Byeon, S.-H.; Baik, W.; Koo, S. J. Org. Chem. 2001, 66, 8192.
18. Ahn, K.-H.; Kim, H.; Kim, J. R.; Jeong, S. C.; Kang, T. S.; Shin, H. T.; Lim, G. J. Bull. Korean Chem. Soc. 2002, 23, 626.
19. -3 mmol) in methanol (2 mL) was added a solution of commercial 34% hydrogen peroxide (0.05 mL, 0.5 mmol). The mixture was stirred at room temperature and the reaction progress was monitored by TLC. After completion of the reaction, solvent was evaporated. Isolation of pure methyl phenyl sulfoxide (69 mg, 96% yield) from the resulting residue was accomplished by flash chromatography (hexane/ethyl acetate).
20. Ali, M. H.; Leach, D. R.; Schmitz, C. E. Synth. Commun. 1998, 28, 2969 and references cited therein.