75716-80-2Relevant academic research and scientific papers
Photo-Fries Rearrangement: Rearrangement of Benzoyloxy Compounds
Sharma, Pavan K.,Khanna, Rajinder N.
, p. 353 - 356 (2007/10/02)
Photo-Fries migration of the benzoyl group in 1-benzoyloxy-5-methoxy naphthalene, 1,4-dibenzoyloxy-2-methyl naphthalene, 1,4-dibenzoyloxy naphthalene, 1,5-dibenzoyloxy naphthalene, 8-benzoyloxy quinoline, 1,2-dibenzoyloxy benzene, 1,3-dibenzoyloxy benzene, and 1,4-dibenzoyloxy benzene afforded the corresponding mono and di-C-benzoyl products. - Keywords: Naphthyl benzoate derivatives; 8-Benzoyloxy quinoline; Phenyl dibenzoates
PHOTO FRIES REARRANGEMENTS OF 1-NAPHTHYL ESTERS IN THE SYNTHESIS OF 2-ACYLNAPHTHOQUINONES
Crouse, David J.,Hurlbut, Sheri L.,Wheeler, Desmond M.S.
, p. 374 - 378 (2007/10/02)
The photo Fries rearrangements of esters of 1-naphthol and 5-methoxy-1-naphthol to the corresponding 1-hydroxy-2-acylnaphthalenes have been carried out.The best yield (70percent) was obtained by irradiating 5-methoxy-1-naphthyl acetate in ethyl acetate.By contrast the yield from 1-naphthyl acetate under similar conditions was 40percent.Oxidation of 1-hydroxy-5-methoxy-2-naphthyl cyclohexyl ketone with thallium trinitrate gave the corresponding 1,4-quinone.These results provide a method for the regioselective synthesis of tricyclic analogues of adriamycinone.
