4.7 Article

Direct C-H Multifluoroarylation of Ethers through Hydrogen Atom Transfer Using Photoredox Catalysis

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 11, Pages 6895-6903

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b00708

Keywords

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Funding

  1. China NSFC [21672047]
  2. SKLUWRE [2017DX03]
  3. Science and Technology Plan of Shenzhen [JCYJ20180306171926120]

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A direct defluorinative multifluoroarylation of unactivated sp(3) C-H bonds through hydrogen atom transfer using photoredox catalysis has been developed. The C(sp(3))-C(sp(2)) couplings between C(sp(2))-F bonds and corresponding C(sp(3))-H bonds adjacent to heteroatoms proceeded smoothly to afford the desired products in moderate to good yields. Preliminary mechanistic investigations on this novel transformation revealed that the C-H cleavage process might be involved in the rate determining step.

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