Photocatalytic access to aromatic keto sulfonyl fluorides from vinyl fluorosulfates
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 fluoro...
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Veröffentlicht in: | Organic Chemistry Frontiers 2022-06, Vol.9 (13), p.3540-3545 |
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Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 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
2
˙
). 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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ISSN: | 2052-4129 2052-4110 2052-4129 2052-4110 |
DOI: | 10.1039/D2QO00416J |