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The reaction of cyclopropyl phenyl sulfoxide with a magnesium amide, generated from ethylmagnesium bromide and diisopropylamine, gave 1-(phenylthio)cyclopropanol in 72% yield. When the diisopropylmagnesium reagent was treated with a thiol prior to an interaction with cyclopropyl phenyl sulfoxides, symmetrical and unsymmetrical cyclopropanone dithioacetals were produced in fair yields along with small quantities of the corresponding 1-(phenylthio)cyclopropanols.

The title benzo[b]thioxanthenequinone derivatives could be prepared in one-pot via a sequential conjugate addition and an aldol-type reaction between 1,4-naphthoquinone and o-acylbenzenethiols, followed by oxidation with 1,4-naphthoquinone or air.

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A New Route to Benzo[b]xanthene-6,11,12-trione Derivatives Based on the Photoinduced o-Hydroxybenzoylation of 1,4-Naphthoquinone. -(KOBAYASHI*, K.; MATSUNAGA, A.; MANO, M.; MORIKAWA, O.; KONISHI, H.; Heterocycles 57 (2002) 10, 1915-1918; Dep. Mater. Sci., Fac. Eng., Tottori Univ., Koyama, Tottori 680, Japan; Eng.) -M. Bohle 05-154