Synthesis of benzoic acids by aerobic photooxidation with hydrobromic acid

Synthesis

Volumn , Issue 11, 2006, Pages 1757-1759

  Hirashima, Shin Ichi ^a   Itoh, Akichika ^a  

^a GIFU PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

Aerobic; Benzoic acid; Hydrobromic acid; Methyl group; Photooxidation

Indexed keywords

CARBOXYLIC ACIDS; CATALYSIS; IRRADIATION; OXIDATION; PHOTOOXIDATION; SYNTHESIS (CHEMICAL);

AEROBIC; BENZOIC ACID; HYDROBROMIC ACID; METHYL GROUP; PHOTOIRRADIATION;

AROMATIC COMPOUNDS;

BENZOIC ACID; CARBOXYLIC ACID; HYDROBROMIC ACID; METHYL GROUP; OXYGEN;

ARTICLE; CATALYSIS; IRRADIATION; PHOTOOXIDATION; SYNTHESIS;

EID: 33745171459     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-942356     Document Type: Article

References (4)

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. Photooxidation of alkylbenzene in the presence of hydrobromic acid under oxygen has been previously reported; however, the corresponding carboxylic acids were obtained in very low yields, see: Nakada, M.; Fukushi, S.; Hirota, M. Bull. Chem. Soc. Jpn. 1990, 63, 944.
4. A trace amount of 4-tert-butylbenzyl bromide was detected in the reaction mixture when 1 was used as a substrate.