Access to Perfluoroalkyl-Substituted Enones and Indolin-2-ones via Multicomponent Pd-Catalyzed Carbonylative Reactions

A simple method for accessing perfluoroalkyl-substituted
enones
is described applying a four-component palladium-catalyzed carbonylative
coupling of aryl boronic acids together with terminal alkynes and
perfluoroalkyl iodides in the presence of carbon monoxide. A wide
range of highly functionalized enones can thus be prepared in a single
operation in good yields. With 2-aminophenylalkynes, an intramolecular
aminocarbonylation event overrules providing the indolin-2-one framework.
Finally, adaptation of the two-chamber technology expands the method
to the synthesis of the aforementioned structures with 13C-isotope labeling.