Regioselective Functionalization of N Fused Heteroaromatics via FeCl ₃Catalyzed Nucleophilic Addition to Activated N Heterocycles

Broadening of nitrogenfused heteroaromatic chemical space such as indolizine and pyrrolo[1,2 a ]pyrazine was achieved via FeCl₃catalyzed nucleophilic addition of these N fused aromatic compounds to a wide range of azolinium systems generated in situ, leading to novel N fused heteroaromatic scaffolds with dearomatized N heterocyclic substituents regioselectively. Nucleophilic addition of indolizines and pyrrolo[1,2 a ]pyrazines mainly occurred at the C1 position of the isoquinoliniums and at the C4 site of the quinoliniums.