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Photocatalytic access to aromatic keto sulfonyl fluorides from vinyl fluorosulfates

Organic Chemistry Frontiers, ISSN: 2052-4129, Vol: 9, Issue: 13, Page: 3540-3545
2022
  • 16
    Citations
  • 0
    Usage
  • 3
    Captures
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Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    16
    • Citation Indexes
      16
  • Captures
    3

Article Description

We present herein an efficient photocatalytic transformation of vinyl fluorosulfates to aromatic β-keto sulfonyl fluorides with 1 mol% of iridium catalyst under the irradiation of 3 W blue LEDs. Preliminary mechanistic studies proposed a direct radical fragmentation and recombination of vinyl fluorosulfates through a free fluorosulfonyl radical (FSO˙). This methodology provides a facile approach to aromatic β-keto sulfonyl fluorides, featuring sustainable conditions and a broad substrate scope (32 examples) with 33%-90% isolated yields.

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