Photochemical oxidation of thio ketones: steric and electronic aspects

N Ramnath, V Ramesh…

Index: Ramnath, N.; Ramesh, V.; Ramamurthy, V. Journal of Organic Chemistry, 1983 , vol. 48, # 2 p. 214 - 222

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Citation Number: 47

Abstract

Oxidation of diaryl, aryl alkyl, and dialkyl thioketones by singlet oxygen generated via self- sensitization and other independent methods yielded the corresponding ketone and sulfine in varying amounts. A zwitterionic/diradical intermediate arising out of the primary interaction of singlet oxygen with the thiocarbonyl chromophore is believed to be the common intermediate for the ketone and sulfine. While closure of the zwitterion/diradical to give 1, 2 ...