The chemistry of 5-oxodihydroisoxazoles V: The photolysis of 2-phenylisoxazol-5(2H)-one ln alcohols

Article abstract of DOI:10.1016/S0040-4020(01)82002-0

Ethyl 5-oxo-2-phenyl-2,5-dihydroisoxazole-4-carboxylate (1) has been photolysed in methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, t-butyl alcohol, allyl alcohol and propargyl alcohol, and the products characterised. Two types of photo products are formed: methanetricarboxylic acid derivatives resulting from alcohol capture of the first formed ketene, and 2-alkoxy-3-phenylaminoacrylates, formed by capture, by the alcohol, of the imino-carbene arising from (1) by loss of carbon dioxide.