Solvent-free and selective oxidation of hydroxy groups to their corresponding carbonyl functions with ferric nitrate activated by heteropoly acids

Synthesis

Volumn , Issue 3, 2003, Pages 408-412

  Firouzabadi, Habib ^a   Iranpoor, Nasser ^a   Amani, Kamal ^a  

^a SHIRAZ UNIVERSITY   (Iran)

Author keywords

Alcohols; Carbonyl compounds; Ferric nitrate; Heteropoly acids; Oxidations

Indexed keywords

CATALYSIS; NITRATES; SULFURIC ACID; ZEOLITES;

HETEROPOLY ACIDS;

OXIDATION;

ACID; BORINIC ACID DERIVATIVE; CARBONYL DERIVATIVE; CESIUM; FERRIC ION; HETEROPOLYACID; HYDROXYL GROUP; INORGANIC ACID; MONTMORILLONITE; NITRATE; PENTANE; PHOSPHOTUNGSTIC ACID; SILICA GEL; SULFURIC ACID; TOLUENESULFONIC ACID DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; TRIMETHYLSILYL DERIVATIVE; UNCLASSIFIED DRUG; ZEOLITE;

ACIDITY; ARTICLE; BROMINATION; CATALYSIS; CLAY; DESS MARTIN OXIDATION; OXIDATION; REPRODUCIBILITY; SILYLATION; SWERN OXIDATION; TEMPERATURE; THERMOSTABILITY;

EID: 0037231036     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-37343     Document Type: Article

References (43)

1. Hudlicky, M. Oxidations in Organic Chemistry, ACS Monograph 186; ACS: Washington DC, 1990.
2. Muzart, J. Chem. Rev. 1992, 92, 113.
3. (a) Mancuso, A. J.; Swern, D. Synthesis 1981, 165.
4. (b) Tidwell, T. T. Synthesis 1990, 857.
5. (a) Dess, D. B.; Martin, J. C. J. Org. Chem. 1983, 48, 4155.
6. (b) Dess, D. B.; Martin, J. C. J. Am. Chem. Soc. 1991, 113, 7277.
7. Klein, W. J. In Organic Syntheses by Oxidation with Metal Compounds; Mijs, W. J.; De Jonge, C. R. H. I., Eds.; Plenum: New York, 1986.
8. (a) Okuhara, T.; Mizuno, N.; Misono, M. Appl. Catal., A 2001, 222, 63.
9. (b) Misono, M. Chem. Commun. 2001, 1141.
10. (c) Kozhevnikov, I. V. Chem. Rev. 1998, 98, 171.
11. (d) Mizuno, N.; Misono, M. Chem. Rev. 1998, 98, 199.
12. (e) Okuhara, T.; Mizuno, N.; Misono, M. Adv. Catal. 1996, 41, 113.
13. (a) Ono, Y. In Perspective in Catalysis; Thomas, J. M.; Zamaraev, K. I., Eds.; Blackwell: London, 1992, 431.
14. (b) Kozhevnikov, I. V. Catal. Rev.-Sci. Eng. 1995, 37, 311.
15. (c) Okuhara, T.; Misuno, N.; Misono, M. Adv. Catal. 1996, 41, 113.
16. (d) Hill, C. L.; Prosser-McCartha, C. M. Coord. Chem. Rev. 1995, 143, 407.
17. (a) Kozhevnikov, I. V. Russ. Chem. Rev. 1987, 56, 811.
18. (b) Okuhara, T.; Hu, C.; Hashimoto, M.; Misono, M. Bull. Chem. Soc. Jpn. 1994, 67, 1186.
19. (a) Tiofeeva, M. N.; Dimidov, A. V.; Kozhevnikov, I. V. J. Mol. Catal. 1993, 79, 21.
20. (b) Drago, R. S.; Dias, J. A.; Maier, T. O. J. Am. Chem. Soc. 1997, 119, 7702.
21. (c) Okuhara, T.; Watanabe, H.; Nishimura, T.; Inumaru, K.; Misono, M. Chem. Mater. 2000, 12, 2230.
22. (a) Misono, M.; Ono, I.; Koyano, G.; Aoshima, A. Pure Appl. Chem. 2000, 72, 1305.
23. Misono, M. C. R. Acad. Sci. Paris, Ser. IIc, Chim. 2000, 471.
24. (a) Firouzabadi, H.; Iranpoor, N.; Amani, K. Green Chem. 2000, 3, 131.
25. (b) Firouzabadi, H.; Iranpoor, N.; Amani, K. Synthesis 2001, 59.
26. (c) Firouzabadi, H.; Iranpoor, N.; Amani, K. J. Mol. Catal. 2002, in print.
27. (d) Firouzabadi, H.; Iranpoor, N.; Amani, K.; Nowrouzi, F. J. Chem. Soc., Perkin Trans. 1 2002, 2601.
28. (a) Hirano, M.; Ukawa, K.; Yakabe, S.; Morimoto, T. Synth. Commun. 1997, 27, 1527.
29. (b) Hirano, M.; Komiya, K.; Yakabe, S.; Clark, J. H.; Morimoto, T. Org. Prep. Proced. Int. 1996, 28, 705.
30. (c) Hirano, M.; Ukawa, K.; Yakabe, S.; Morimoto, T. Org. Prep. Proced. Int. 1997, 29, 480.
31. (d) Khadilkar, B.; Borkar, S. Synth. Commun. 1998, 28, 207.
32. (e) Hirano, M.; Komiya, K.; Morimito, T. Org. Prep. Proced.Int. 1995, 27, 703.
33. (f) Cseri, T.; Bekassy, S.; Figueras, F. Bull. Soc. Chim. Fr. 1996, 133, 547.
34. (g) Figueras, F.; Bekassy, S.; Cseri, T. New J. Chem. 1996, 20, 357.
35. (h) Heravi, M. M.; Ajami, D.; Mojtahedi, M. M.; Ghassemzadeh, M. Tetrahedron Lett. 1999, 40, 561.
36. (i) Varma, R. S.; Dahiya, R. Tetrahedron Lett. 1998, 39, 1307.
37. (j) Laszlo, P.; Cornelis, A. Synthesis 1985, 909.
38. (k) Laszlo, P.; Cornelis, A. Synthesis 1980, 849.
39. Heravi, M. M.; Ajami, D.; Mojtahedi, M. M.; Ghassemzadeh, M. Chem. Commun. 1999, 833.
40. Misono, M.; Misono, N.; Katamura, K.; Kasai, A.; Konishi, Y.; Sakata, K.; Okuhara, T.; Yoneda, Y. Bull. Chem. Soc. Jpn. 1982, 55, 400.
41. Misono, M.; Okuhara, T.; Nishimura, T.; Watanabe, H. J. Mol. Catal. 1992, 74, 247.
42. Tsigdinos, G. A.; Hallada, C. J. Inorg. Chem. 1968, 7, 437.
43. Lyon, D. K.; Miller, W. K.; Novet, T.; Domaille, P. J.; Evitt, E.; Johnson, D. C.; Finke, R. G. J. Am. Chem. Soc. 1991, 113, 7209.