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Base-promoted direct E -selective olefination of organoammonium salts with sulfones toward stilbenes and conjugated 1,3-dienes.

Tao ZhangRunji WangJiani ChenLong LiuTianzeng HuangChunya LiZhi TangTieqiao Chen
Published in: Organic & biomolecular chemistry (2022)
A base-promoted direct deaminative olefination of organoammonium salts was developed. Only mediated by KO t Bu, a series of benzyl and cinnamyl ammonium salts reacted smoothly with sulfones, producing the valuable stilbenes and related 1,3-diene derivatives in good to high yields with good functional group tolerance and excellent E -selectivity. With this developed method, biologically active resveratrol and DMU-212 were also successfully prepared, which further demonstrates the practicality of this reaction.
Keyphrases
  • ionic liquid
  • photodynamic therapy