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

Авторы

  • Serhii A. Siryi Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Akademika Kukharya St., Kyiv 02094, Ukraine
  • Svitlana V. Shishkina SSI ''Institute for Single Crystals'', National Academy of Sciences of Ukraine, 60 Nauky Ave., Kharkiv 61072, Ukraine
  • Vadim M. Timoshenko Institute of organic chemistry, National Academy of Science of Ukraine

DOI:

https://doi.org/10.1007/7490

Ключевые слова:

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

Аннотация

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.

Биография автора

Vadim M. Timoshenko, Institute of organic chemistry, National Academy of Science of Ukraine

Laboratory of organosulfur compounds

Опубликован

2023-08-09