A study of selected photo Fries rearrangements

• Main Author: Loveridge, Elwood Lloyd
• Format: Others
• Published: BYU ScholarsArchive 1976
• Subjects: Phenols; Chemistry
• Online Access: https://scholarsarchive.byu.edu/etd/8299; https://scholarsarchive.byu.edu/cgi/viewcontent.cgi?article=9299&context=etd

The Fries rearrangement of phenyl esters is reviewed and compared to the reaction when light is the source of energy. The products are different due to different mechanism of reaction. Light energy causes either free radical or concerted reactions. The S-phenylthiol esters and anilides were studied also. Although many of the rearrangements are the same, we did not see any alkyl migration nor decarboxylation type reactions with either the sulfur or nitrogen compounds. Three papers have been published from this work: Bradshaw, J. S., Knudsen, R. D. and Loveridge, E. L., J. Org. Chem., 35, 1219 (1970); Bradshaw, J. S., Loveridge, E. L. and White, L., J. Org. Chem., 33, 4127 (1968); and Loveridge, E. L., Beck, B. R., Bradshaw, J. S., J. Ora. Chem., 36. 221. (1971).