Our work takes inspiration from the decarboxylative arylation of RAEs and halogenated aromatics recently reported by Baran and co-workers. The coupling of these reagents was achieved using sub-stoichiometric amounts (20 mol%) of NiCl2•6H2O and 2,2′-bipyridine (2,2'-bpy), in the presence of the additive AgNO3 (0.5 equiv.) in dimethylformamide (DMF) under constant current electrolysis with a reticulated vitreous carbon (RVC) cathode and sacrificial magnesium anode. This methodology was successfully applied to the decarboxylation arylation of many carboxylic acids, including a couple of examples employing glutamic acid. Using 4-iodophenol, this reaction allowed the multigram scale synthesis of homotyrosine in 43%, a classic UAA usually synthesized via multistep syntheses, but no other examples with electron-rich halides (especially 5-membered aromatics) were further investigated. Building on this precedence, we set off developing an electrochemical method that could allow the synthesis of UAAs containing the challenging 5and 6-membered heteroaromatics coupling partners. This method should also be cheap and transferable to flowchemistry to increase its appeal to pharmaceutical companies. Our investigation thus started with the search for alternative electrochemical conditions for the coupling of redox-active ester 1 (derived from Glu) and 4-bromobenzaldehyde, an electron-poor aromatic whose coupling should be easier compared to 5-membered heterocycles (Table ).