Oxidation of secondary benzylic alcohols to ketones by activated carbon-molecular oxygen system

Chemistry Letters

Volumn 36, Issue 12, 2007, Pages 1414-1415

  Sano, Yuki ^a   Tanaka, Takanori ^a   Hayashi, Masahiko ^a  

^a KOBE UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 38149055580     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2007.1414     Document Type: Article

References (20)

1. a) R. A. Sheldon, J. K. Kochi, Metal-catalyzed Oxidations of Organic Compounds, Academic Press, New York, 1984.
2. b) M. Hudlicky, Oxidations in Organic Chemistry, ACS Monograph Series, American Chemical Society, Washington, DC, 1990.
3. c) G. Tojo, M. Fernandez, Oxidation of Alcohols to Aldehydes and Ketones, Springer, 2006.
4. d) M. Hayashi, H. Kawabata, Environmentally Benign Oxidation of Alcohols Using Transition Metal Catalysts "In Advances in Chemistry Research", ed. by F. L. Gerard, Nova Science Publishers, Inc, New York, 2006, p. 45.
5. a) I. E. Marko, P. R. Giles, M. Tsukazaki, S. M. Brown, C. J. Urch, Science 1996, 274, 2044.
6. b) I. E. Marko, P. R. Giles, M. Tsukazaki, I. Chelle-Regnaut, C. J. Urch, S. M. Brown, J. Am. Chem. Soc. 1997, 119, 12661.
7. c) K. Sato, M. Aoki, J. Takagi, R. Noyori, J. Am. Chem. Soc. 1997, 119, 12386.
8. d) T. Nishimura, T. Onoue, K. Ohe, S. Uemura, Tetrahedron Lett. 1998, 39, 6011.
9. e) K. P. Peterson, R. C. Larock, J. Org. Chem. 1998, 63, 3185.
10. a) M. Hayashi, K. Tanaka, N. Oguni, Tetrahedron: Asymmetry 1995, 6, 1833.
11. b) M. Hayashi, K. Yoshimoto, N. Hirata, K. Tanaka, N. Oguni, K. Harada, A. Matsushita, Y. Kawachi, H. Sasaki, Isr. J. Chem. 2001, 41, 241.
12. c) T. Tanaka, Y. Yasuda, M. Hayashi, J. Org. Chem. 2006, 71, 7091.
13. N. Nakamichi, H. Kawabata, M. Hayashi, J. Org. Chem. 2003, 68, 8272.
14. a) N. Nakamichi, Y. Kawashita, M. Hayashi, Org. Lett. 2002, 4, 3955.
15. b) N. Nakamichi, Y. Kawashita, M. Hayashi, Synthesis 2004, 1015.
16. Y. Kawashita, N. Nakamichi, H. Kawabata, M. Hayashi, Org. Lett. 2003, 5, 3713.
17. Y. Kawashita, C. Ueba, M. Hayashi, Tetrahedron Lett. 2006, 47, 4231.
18. Oxidation of alcohols in gaseous phase using activated carbon. See, Y. Ohkatsu, Y. Yamazaki, K. Nagahara, T. Osa, J. Japan Petrol. Inst. 1979, 22, 129.
19. Aerobic oxidation of primary benzylic alcohols possessing hydroxy group at ortho position catalyzed by (NO)Ru-(Salen). See: A. Tashiro, A. Mitsuishi, R. Irie, T. Katsuki, Synlett 2003, 1868.
20. Supporting Information is available electronically on the CSJ-Journal Web site, http://www.csj.jp/journals/chem-lett/index.html.