Issue 0, 1973

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°.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1973, 1580-1583

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

D. H. R. Barton, M. Bolton, P. D. Magnus and P. J. West, J. Chem. Soc., Perkin Trans. 1, 1973, 1580 DOI: 10.1039/P19730001580

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