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3-CYANOTHIETE 1,1-DIOXIDE: SYNTHESIS AND CYCLOADDITION REACTIONS

Serhii A. Siryi, Svitlana V. Shishkina, Vadim M. Timoshenko
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Abstract


A new small reactive molecule – 3-cyanothiete 1,1-dioxide – is introduced into preparative organic chemistry. The title compound has been prepared from thietan-3-one by the addition of trimethylsilyl cyanide to carbonyl group followed by the oxidation of sulfur atom and subsequent dehydration of the thietane 1,1-dioxide intermediate. The reactivity of new thiete 1,1-dioxide was demonstrated on the examples of [3+2] and [4+2] cycloaddition reactions.


Keywords


azomethine ylide; 1,3-butadiene; nitrile; thiete 1,1-dioxide; [3+2] cycloaddition; [4+2] cycloaddition.

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