Efficient method for deprotection of oximes to corresponding carbonyl compounds catalyzed by silica sulfuric acid

Chinese Journal of Organic Chemistry

Volumn 31, Issue 5, 2011, Pages 733-736

  Li, Jitai ^a   Meng, Xiantao ^a   Liu, Lei ^a   Chen, Guofeng ^a  

^a HEBEI UNIVERSITY   (China)

Author keywords

Aqueous media; Carbonyl compound; Catalysis; Deoximation; Preparation; Silica sulfuric acid

Indexed keywords

EID: 80052053737     PISSN: 02532786     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (28)

1. (a) Bandgar, B. P.; Lalita, B. K.; Thote, J. L. Synth. Commun. 1997, 27, 1149.
2. (b) Bosch, A. L.; Cruz, P.; Diez-Barra, E.; Loupy, I.; Langa, F. Synlett 1995, 1259.
3. Kabalka, G. W.; Pace, R. D.; Wadgonkar, P. P. Synth. Commun. 1990, 20, 2453.
4. (a) Bose, D. S.; Srinivas, P. Synth. Commun. 1997, 27, 3835.
5. (b) Corsaro, A.; Chiacchio, U.; Pistara, V. Synthesis 2001, 1903.
6. (a) Salehi, P.; Khodaei, M. M.; Goodarzi, M. Synth. Commun. 2002, 32, 1259.
7. (b) Narender, M.; Reddy, M. S.; Krishnaveni, N. S.; Surendra, K.; Nageswar, Y. V. D.; Rao, K. R. Synth. Commun. 2006, 36, 1463.
8. (c) Heravi, M. M.; Hydarzadeh, F.; Farhangi, Y.; Ghassemzadeh, M. J. Chem. Res. 2004, 137.
9. (d) Nidhi, J.; Anil, K.; Shive, M. S. C. Tetrahedron Lett. 2005, 46, 2599.
10. (a) Das, N. B.; Nanda, B.; Nayak, A. Synth. Commun. 2002, 32, 3647.
11. (b) Arnold, J. N.; Hayes, P. D.; Kohaus, R. L.; Mohan, R. S. Tetrahedron Lett. 2003, 44, 9173.
12. (c) Balicki, R.; Kaczmarek, L. Synth. Commun. 1991, 21, 1777.
13. (a) Maynez, S. M.; Pelavin, L.; Erker, G. J. Org. Chem. 1975, 40, 3302.
14. (b) Ballini, R.; Petrini, M. J. Chem. Soc., Perkin Trans. 1 1988, 2563.
15. (c) Li, D. M.; Shi, F.; Guo, S.; Deng, Y. Q. Tetrahedron Lett. 2004, 45, 265.
16. (d) Zhou, W.; Li, Q. H.; Peng, S. Chin. Chem. Lett. 2006, 17, 1559.
17. Zolfigol, M. A. Tetrahedron 2001, 57, 9509.
18. (a) Olah, G. A.; Molhotra, R.; Narang, S. C. J. Org. Chem. 1978, 43, 4628.
19. (b) Eshghi, H.; Hassankhani, A. J. Korean Chem. Soc. 2007, 51, 361.
20. (a) Zolfigol, M. A.; Madrakian, E.; Ghaemi, E. Molecules 2002, 7, 734.
21. (b) Li, J. T.; Li, H. Y.; Li, H. Z. J. Chem. Res. 2004, 416.
22. (c) Xiao, L. F.; Peng, J. J.; Xia, C. G. Chin. Chem. Lett. 2006, 17, 617.
23. (a) Li, C. J. Chem. Rev. 2005, 105, 3095.
24. (b) Lindstrom, U. M. Organic Reactions in Water: Principles, Strategies and Applications, 1st ed., Wiley-Blackwell, John Wiley & Sons Ltd., Chichester, 2007.
25. Li, J. T.; Meng, X. T.; Bai, B.; Sun, M. X. Ultrason. Sonochem. 2010, 17, 14.
26. (a) Li, J. T.; Li, X. L.; Li, T. S. Ultrason. Sonochem. 2006, 13, 200.
27. (b) Li, J. T.; Li, X. L.; Li, T. S. Chin. J. Org. Chem. 2006, 26, 1594 (in Chinese).
28. Xin, B.; Zhang, Y.; Cheng, K. Synthesis 2007, 1970.