Photochemical rearrangement of acetanilide, benzanilide, and ethyl phenyl carbonate in the presence of β-cyclodextrin

Abstract

The photorearrangement of acetanilide, benzanilide, and ethyl phenyl carbonate is changed in the presence of β-cyclodextrin (cycloheptaamylose). Addition of β-eyelodextrin alters the para/ortho migration ratio in favor of the para position and improves the rearrangement yield. The production of phenol (in the case of carbonate) and aniline (in the case of amides) falls significantly when irradiations are carried out in the presence of β-cyclodextrin.