The Chemistry of 5-Oxodihydroisoxazoles. VIII. Photolysis of 2-(Heterocyclyl)isoxazol-5(2H)-ones

Abstract

Photolysis of 2-( heterocyclyl )isoxazol-5(2H)-ones occurs readily at 300 nm. In alcohol the products are the corresponding 2-alkoxy-3-heterocyclylaminoacrylates, and, in the presence of 1 M trifluoroacetic acid, the corresponding imidazole annulated heterocycle . Examples are reported where the heterocycle is quinolin-2-yl (10 examples), isoquinolin-1-yl, benzoxazol-2-yl, benzothiazol-2-yl, quinazolin-1-yl and pyrimidin-2-yl.