M. R. Diaz-Mondejar, M. Miranda
1982
Citations
0
Influential Citations
7
Citations
Journal
Tetrahedron
Abstract
Abstract — p -Methoxyphenyl salicylate 2 gives 2,2′ - dihydroxy - 5 - methoxybenzophenone 3 upon irradiation, but the yields are low both in hexane and in methanol. p -Methoxyphenyl o -acetoxybenzoate 1 undergoes photo-Fries rearrangement, affording 2′ - acetoxy - 2 - hydroxy - 5 - methoxybenzophenone 4 in good yield. Compound 4 is not stable in silica gel: it isomerizes to 2′ - acetoxy - 2 - hydroxy - 5′ - methoxybenzophenone 5 , that is also the major acetylation product of 3 with acetyl chloride. Starting from 1 , 2-methoxyxanthorne 7 is obtained in 57% overall yield.