Synthesis of Functionalized Olefins via a Palladium‐Catalyzed Reaction of Thianthrenium Salts and N‐Tosylhydrazones as Formal C(sp2)–H Insertion

Abstract

We report a formal palladium‐catalyzed carbene insertion into the C(sp²)─H bond of arenes and heteroarenes to access the functionalized olefins. We have demonstrated the synthesis of various substituted olefins with yields ranging from good to excellent using readily available substrates. The methodology's efficiency is highlighted by its semi‐one‐pot process, which enables the synthesis of functionalized olefins from unactivated arenes and ketones via in situ formation of thianthrenium salts and N‐tosylhydrazones. This streamlined approach enhances its practicality for the synthesis of complex molecules. Additionally, it showed the synthesis of biologically active molecules.