PIFA-Mediated Cross-Dehydrogenative Coupling of N-Heteroarenes with Cyclic Ethers: Ethanol as an Efficient Promoter

Xiang Li, Chaoyang Liu, Shixun Guo, Wei Wang, Yongqiang Zhang

Research output: Contribution to journalArticlepeer-review

18 Scopus citations

Abstract

Ethanol is typically used in organic synthesis as an environmentally benign solvent. Herein, we report a mild and efficient cross-dehydrogenative coupling (CDC) reaction of N-heteroarenes with cyclic ethers by uncovering the new reactivity of ethanol as an efficient promoter in PIFA-mediated radical process. The reaction proceeds smoothly under the irradiation of visible light and features excellent functional group compatibility, which allows the expedite synthesis of a variety of medicinally valuable Cα-heteroarylated cyclic ethers in moderate to high yields.

Original languageEnglish (US)
Pages (from-to)411-421
Number of pages11
JournalEuropean Journal of Organic Chemistry
Volume2021
Issue number3
DOIs
StatePublished - Jan 22 2021

Keywords

  • Cross-dehydrogenative coupling
  • Cyclic ethers
  • Ethanol
  • PIFA
  • Visible Light

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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