Decarboxylative Synthesis of Functionalized Oxindoles via An Iron-Initiated Radical Chain Process and Application in Constructing Diverse Fused-Indoline Heterocycles

Zhihao Cui, Da Ming Du*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

16 Citations (Scopus)

Abstract

Rapid construction of diverse fused-indoline−heterocycle (FIH) frameworks including high-value pyrroloindolines, furoindolines and thienoindolines in a two-step sequence has been described. The key to success hinges on the adoption of peresters as α-heteroatom alkyl radical precusors, which can smoothly react with N-arylacrylamides via a radical chain process initiated by inexpensive FeCl2⋅4H2O to afford the functionalized oxindoles, the key intermediates to FIH skeletons. The approach features operationally-simplicity, broad substrates scope and mild conditions. (Figure presented.).

Original languageEnglish
Pages (from-to)93-99
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume360
Issue number1
DOIs
Publication statusPublished - 4 Jan 2018

Keywords

  • Electron catalysis
  • FeCl⋅4HO
  • Fused-indoline−heterocycle skeletons
  • Oxindoles
  • Peresters

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Cui, Z., & Du, D. M. (2018). Decarboxylative Synthesis of Functionalized Oxindoles via An Iron-Initiated Radical Chain Process and Application in Constructing Diverse Fused-Indoline Heterocycles. Advanced Synthesis and Catalysis, 360(1), 93-99. https://doi.org/10.1002/adsc.201700976