Setup of 4‐Prenylated Quinolines through Suzuki‐Miyaura Coupling for the Synthesis of Aurachins A and B

A polyprenyl side chain could be introduced into the heterocyclic quinoline moiety through Suzuki‐Miyaura coupling of the corresponding quinoline‐N‐oxide with a polyprenyl boronic acid. This tool could be utilized for the synthesis of the natural product Aurachin B from the myxobacterium Stigmatella aurantiaca. This prenylated quinoline could then be transformed into the related Aurachin A through an epoxidation‐ring opening cascade.