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

Sung June Kim, Sunhee Lee, Ikyon Kim

Research output: Contribution to journalArticlepeer-review

Abstract

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.

Original languageEnglish
Pages (from-to)943-953
Number of pages11
JournalSynthesis (Germany)
Volume53
Issue number5
DOIs
Publication statusAccepted/In press - 2020

Bibliographical note

Funding Information:
We thank the National Research Foundation of Korea (NRF-2018R1A6A1A03023718 and NRF-2020R1A2C2005961) for generous financial support.National ReeachFoundatonofKoeaNRF2018R1A6A1A03023718National ReseachFoundaionofKoea(NRF2020R1A2C2005961)

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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