Intramolecular aryl transfer to thionium ions in an approach to α-arylacetamides

摘要

An intramolecular aryl transfer to thionium ions has been exploited in a fluorous synthesis of α-arylacetamides.rnα-Arylacetic acid derivatives are important motifs in medicinal chemistry.In particular, α-arylacetamides are found in many drug molecules and potential therapeutics (Fig. 1).rnWhile there are many reported routes to such compounds, the palladium-catalysed α-arylation of amide enolates arguably provides the most concise access to the motif. This approach does, however, have its disadvantages, for example, the metal contamination of products, diarylation necessitating the use of zinc enolates, and the sensitivity of arylation to ortho-substitution in the aryl group.