Facile aerobic photooxidation of alcohols in the presence of catalytic lithium bromide

Synlett

Volumn , Issue 17, 2005, Pages 2639-2640

  Itoh, Akichika ^a   Hashimoto, Shouei ^a   Masaki, Yukio ^a  

^a GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Aerobic; Alcohols; Carboxylic acid; Lithium bromide; Photooxidation

Indexed keywords

4 TERT BUTYLBENZOIC ACID; 4 TERT BUTYLCYCLOHEXANOL; 4 TERT BUTYLCYCLOHEXANONE; 4 TERT BUTYLTOLUENE; ALCOHOL; BROMIDE; CARBOXYLIC ACID DERIVATIVE; CYCLOHEXANOL DERIVATIVE; CYCLOHEXANONE DERIVATIVE; LITHIUM; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; PHOTOOXIDATION; ULTRAVIOLET IRRADIATION;

EID: 27444444099     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-918914     Document Type: Article

References (11)

1. Comprehensive Organic Transformations: A Guide to Functional Group Preparations; Larock, R. C., Ed.; Wiley-VCH: New York, 1999.
2. Itoh, A.; Hashimoto, S.; Kodama, T.; Masaki, Y. Synlett 2005, 2107.
3. 2O in the presence of hydrogen exposed to over 200 nm of ultraviolet light has been previously reported, see: Ryabchuk, V. Catal. Today 2000, 58, 89.
4. (a) For direct oxidations of alcohols to carboxylic acid without photoirradiation, see ref. 1.
5. See also: (b) Zhao, M.; Li, J.; Song, Z.; Desmond, R.; Tschaen, D. M.; Grabowski, E. J. J.; Reider, P. J. Tetrahedron Lett. 1998, 39, 5323.
6. (c) Zhao, M.; Li, J.; Mano, E.; Song, Z.; Tschaen, D. M.; Grabowski, E. J. J.; Reider, P. J. J. Org. Chem. 1999, 64, 2564.
7. (d) Ji, H.; Mizugaki, T.; Ebitani, K.; Kaneda, K. Tetrahedron Lett. 2002, 43, 7179.
8. (e) Yasuda, K.; Ley, S. V. J. Chem. Soc., Perkin Trans. 1 2002, 1024.
9. We believe an effective wavelength of light is 365 nm.
10. 2O the same as in the former cases.
11. Catalytic bromine oxidized 1 to 2 in 59% yield under similar conditions.