83570-56-3Relevant academic research and scientific papers
PHOTOLYSIS OF 2-ARYLOXY- OR 2-ARYLTHIO-1,3-BENZODIOXAN-4-ONES
Diaz-Mondejar, M. Rosa,Miranda, Miguel A.
, p. 1125 - 1131 (2007/10/02)
Photolysis of 1,3-benzodioxan-4-ones 3b and 4a gives mainly products derived from photorearrangement, photoreduction and/or photosolvolysis.These results closely parallel those obtained by irradiation of the isomeric open-chain compounds 1b and 2a.A mechanism involving the intermediacy of radical pairs A and B, generated by successive homolysis of the aryloxy- or arylthio-carbon and carbonyl-oxygen bonds, is proposed.
2'-ACETOXY-2-HYDROXY-5-METHOXYBENZOPHENONE. PHOTOCHEMICAL SYNTHESIS, TRANSACYLATION AND CYCLIZATION TO 2-METHOXYXANTHONE
Diaz-Mondejar, M.R.,Miranda, M.A.
, p. 1523 - 1526 (2007/10/02)
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-methoxyxanthone 7 is obtained in 57percent overall yield.
