Phosphazene-catalyzed regioselective condensation of allyl thioethers with aldehydes: A rapid approach to 1,3-dienyl sulfides, -sulfoxides, and -sulfones
Phae-Nok S., Kuhakarn C., Leowanawat P., Reutrakul V., Soorukram D. Phosphazene-catalyzed regioselective condensation of allyl thioethers with aldehydes: A rapid approach to 1,3-dienyl sulfides, -sulfoxides, and -sulfones. Synthesis (Germany) (2024). doi:10.1055/a-2259-5395 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/97289
Title
Phosphazene-catalyzed regioselective condensation of allyl thioethers with aldehydes: A rapid approach to 1,3-dienyl sulfides, -sulfoxides, and -sulfones
Phosphazene-catalyzed regioselective condensation of allyl thioethers with aldehydes was investigated. Upon treatment of allyl thioethers with P 4 -t-Bu, allyl thioether anions were generated and rapidly reacted with aromatic aldehydes, leading to 1,3-dienyl sulfides in good yields with high regioselectivity. This finding provides an alternative preparation of allyl thioether anions in a regioselective manner. In addition, chemoselective transformation of 1,3-dienyl sulfides to provide the corresponding 1,3-dienyl sulfoxides or 1,3-dienyl sulfones was also demonstrated.
