A facile and selective procedure for oxidation of sulfides to sulfoxides on silica gel supported magnesium monoperoxyphthalate (MMPP) in dichloromethane

Synthesis

Volumn , Issue 7, 1997, Pages 764-768

  Ali, Mohammed Hashmat ^a   Stevens, William C ^b  

^a SOUTHEAST MISSOURI STATE UNIVERSITY   (United States)

^b SOUTHERN ILLINOIS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

DICHLOROMETHANE; PEROXYPHTHALATE MAGNESIUM; SILICA GEL; SULFOXIDE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; CHEMICAL BINDING; HYDRATION; ORGANIC CHEMISTRY; OXIDATION; REACTION ANALYSIS; REVIEW; TEMPERATURE MEASUREMENT;

EID: 0030748662     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-1420     Document Type: Review

References (42)

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12. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
13. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
14. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
15. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
16. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
17. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
18. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
19. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
20. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
21. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
22. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
23. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
24. Khurana, J. M.; Panda, A. K.; Gogia, A. Org. Prep. and Proc. Int. 1996, 28. 234. Orito, K.; Hatakeyama, T.; Takeo, M.; Suginome, H. Synthesis 1995, 1357. Breton, G. W.; Fields, J. D.; Kropp, P. J. Tetrahedron Lett. 1995, 36, 3825. Glass, R. J.; Waheguru, P. S.; Hay, V. A. Sulfur Lett. 1994, 17, 281. Page, P.C.B.; Heer, J. P.; Bethell, D.; Collington, E. W.; Andrews, D. M. Tetrahedron Lett. 1994, 35, 9629. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1994, 67, 1492. Siedleeka, R.; Skarzewski, J. Synthesis 1994, 401. Fringuelli, F.; Pellegrino, R.; Pizzo, F. Synth. Commun. 1993, 23, 3157. Davis, F. A.; Reddy, R. T.; Han.; Carroll, P. J. W. J. Am. Chem. Soc. 1992, 114, 1428. Folsom, H. E.; Castrillon, J. Synth. Commun. 1992, 22, 1799. El-Berembally, K.; El-Kersh, M.; El-Fatatry, H. Sulfur Lett. 1990, 11, 157. Hirano, M.; Kudo, H.; Morimoto, T. Bull. Chem. Soc. Jpn. 1992, 65, 1744. Arterburn, J. B.; Nelson, S. L. J. Org. Chem. 1996, 61, 2260. Hirano, M.; Yakabe, S.; Clark, J. H.; Kudo, H.; Morimoto, T. Synth. Commun. 1996, 26, 1875. Fabretti, A.; Ghelfi, F.; Grandi, R.; Pagnoni, U. M. Synth. Commun. 1994, 24, 2393.
25. Wet silica gel is required in order for this oxidation to succeed. If dry silica gel is used, the oxidation fails even with prolonged stirring.
26. It has been reported that oxo-group containing sulfides fail to produce sulfoxides with MMPP on Bentonite clay in acetonitrile solvent. According to the authors, complications from Baeyer-Villiger reactions of the oxo functional groups are responsible for the failure of the reactions: Hirano, M.; Ueno, Y.; Morimoto, T. Synth. Commun. 1995, 25, 3125. As a comparison, our method oxidizes such sulfides to the sulfoxides without any complication from Baeyer-Villiger reactions in essentially quantitative yields.
27. 4). The drying agent was removed by filtration, filtrate was concentrated under vacuum and the residue was purified by recrystallization or by flash chromatography as appropriate.
28. Monteiro, H. J.; Gemal, A. L. Synthesis 1975, 437.
29. This product produced identical NMR data as compared with the commercially available authentic sample.
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