Activation/Cyclization of 2H‐Azirines and 3‐Amino‐2‐fluoropyridines Towards 2‐Aryl‐Pyrido[2,3‐b]pyrazines

Abstract The electrophilic activation of 2 H ‐azirines with triflic anhydride (Tf 2 O) for an addition/cyclization reaction producing 2‐aryl‐pyrido[2,3‐ b ]pyrazines regioselectively is described. This reaction proceeds via nucleophilic addition of 3‐amino‐2‐fluoropyridines onto 1‐trifloyl‐aziridin‐2‐yl triflates and subsequent cyclization via S N Ar. Desulfonylation and oxidation provides a single regioisomer of the aza‐bicyclic heterocycle after treatment with Et 3 N. Optimization of the reaction conditions lead to a range of 2‐aryl‐pyrido[2,3‐ b ]pyrazines in isolated yields of 20 % to 60 %.