Highly selective palladium-catalyzed aminocarbonylation and cross-coupling reactions on a cavitand scaffold

Palladium-catalyzed aminocarbonylation and cross-coupling reactions (Suzuki-, Sonogashira-, Stille-coupling) served as highly efficient synthetic tools for the synthesis of novel, functionalized deepened cavitands. Unexpectedly high chemoselectivities towards tetrafunctionalized cavitands have been observed for all of these reactions even using coupling partners much below the stoichiometric amount. No significant formation of either the mono-, di- or trifunctionalized products was observed.