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Synthesis 2001; 2001(4): 0573-0576
DOI: 10.1055/s-2001-12356
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Dimsyl Anion Induced Demethylation and Fragmentation Reactions of α-Oxoketenedithioacetals

Satheesh K. Nair* , Reichel Samuel, C. V. Asokan
  • *School of Chemical Sciences, Mahatma Gandhi University Priyadarshini Hills, Kottayam, 686 560, India
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Publication Date:
31 December 2001 (online)

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Base induced S-demethylation of dimethyl α-oxoketenedithioacetals with dimsyl sodium gave methyl β-oxodithiocarboxylates in good yields while cyclic ketenedithioacetals having a 1,3-dithiolane moiety underwent a fragmentation reaction leading to vinyl β-oxodithiocarboxylates.

ketenedithioacetals - fragmentation reactions - dimsyl sodium - dithiocarboxylates - ring opening - demethylation - sulfur - thioesters