TY - JOUR AU - Kim, Sung June; Lee, Sunhee; Kim, Ikyon TI - Regioselective Functionalization of N-Fused Heteroaromatics via FeCl3-Catalyzed Nucleophilic Addition to Activated N-Heterocycles SN - 0039-7881 SN - 1437-210X PY - 2020 JO - Synthesis JF - Synthesis LA - EN VL - 53 IS - 05 SP - 943 EP - 953 DA - 2020/12/08 KW - chemical space KW - indolizines KW - pyrrolo[1,2-a]pyrazines KW - dearomatization KW - nucleophilic addition KW - three-component reaction KW - diversity­-oriented synthesis AB - Broadening of nitrogen-fused heteroaromatic chemical space such as indolizine and pyrrolo[1,2-a]pyrazine was achieved via FeCl­3-catalyzed 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. PB - Georg Thieme Verlag KG DO - 10.1055/s-0040-1705985 UR - http://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0040-1705985 ER -