Hr. Sonawane et al., PHOTOCHEMISTRY OF SUBSTITUTED PROPIOPHENONES - AN INTERESTING ALPHA-SUBSTITUENTS AND ARYL-SUBSTITUENTS EFFECT ON THEIR PHOTOBEHAVIOR, Tetrahedron, 51(41), 1995, pp. 11281-11294
Photochemistry of different alpha-substituted and phenyl-substituted p
ropiophenones in methanol is investigated with a view to delineate the
substituent effect with a special reference to their rearrangement to
alpha-arylpropanoic acids, an important class of nonsteroidal antiinf
lammatory agents. The results thus obtained bringsforth an important e
lement of their reactivity profile i.e. the alpha-chloro-substituent i
n combination with nuclear alkyl substituents (para > meta) favours 1,
2-arylmigration leading to the synthetically useful reaction for alpha
-arylpropanoic acids.