Synthesis of pentafluorosulfanyl (SF(5)) containing aromatic amino acids

Herein, a series of aromatic pentafluorosulfanyl (SF(5)) containing amino acids are reported. A Negishi cross-coupling strategy utilising a catalyst system of Pd(dba)(2) and SPhos afforded the aforementioned SF(5) amino acids in yields between 32% and 42%. Two dipeptides utilising both the amine and carboxylic functionalities of the synthesised SF(5) containing amino acids were prepared, demonstrating their compatibility with common amide/peptide coupling reagents and strategies.