Photochemical transformations. Part XXXIII. Photolysis of thiobenzoic acid O-esters. Part IV. Photolysis of O-phenethyl thiobenzoate derivatives and the formation of thioketones

Abstract
Irradiation of O-1-alkyl-2-phenylethyl thiobenzoates gives styrenes and 2-alkyl-2-hydroxy-1-phenylethyl phenyl thioketones (III). The reaction proceeds via an oxetan (VIII), which is stable at –78° but rapidly rearranges to the thione (III) at ca. –20°.

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