Generation and Rearrangements of Thioacetaldehyde S??Sulfide (Methylthiosulfine) and Thioacetone S??Sulfide (Dimethylthiosulfine)

…, HP Reisenauer, J Romański, H Petzold…

Index: Maier, Guenther; Reisenauer, Hans Peter; Romanski, Jaroslaw; Petzold, Holm; Mloston, Grzegorz European Journal of Organic Chemistry, 2006 , # 16 p. 3721 - 3729

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Citation Number: 2

Abstract

Abstract Matrix isolation spectroscopy allows the direct identification of ylides 1b and 1c. They are generated by flash vacuum pyrolysis of the 1, 2, 4-trithiolanes 3b and 3c. Photochemical activation of the thiosulfines 1b and 1c initiates ring closure to the corresponding dithiiranes 2b and 3b. The presence of a methyl group in thiosulfines 1b and 1c opens a new reaction channel for their thermal transformation, namely a [1, 4]-H shift ...