Cycloaddition reactions of 2,5-di-tert-butylthiophene S-oxide and 2,3,4,5-tetrakis(p-tolyl)thiophene S-oxide with alkenes are described. The reactivity of 2,5-di-tert-butylthiophene S-oxide as diene in Diels–Alder reactions is compared with 2,5-di-tert-butylthiophene S,S-dioxide. The thermal and photochemical SO extrusion reactions of the cycloadducts under formation of highly substitutedaromatic compounds are exemplified.
|Journal||Phosphorus, Sulfur, and Silicon and the Related Elements|
|Publication status||Published - 2016|
- Thiophene S
- thiophene S-oxide
- SO extrusion
Thiemann, T., Iniesta, J., & Walton, D. (2016). [4+2]-Cycloaddition of sterically hindered thiophene S-oxides to alkenes and SO extrusion reactions of the cycloadducts. Phosphorus, Sulfur, and Silicon and the Related Elements, 191(6), 876-884. https://doi.org/10.1080/10426507.2015.1100191