Acid-Controlled Access to β‑Sulfenyl Ketones and α,β-Disulfonyl Ketones by Pummerer Reaction of β‑Keto Sulfones and Sulfoxides
A convenient acid-mediated reaction of β-keto sulfones with sulfoxides under metal-free conditions has been developed, thereby delivering the acid-controlled synthesis of β-sulfenyl ketones and α,β-disulfonyl ketones in good to excellent yields. The mechanism of the transformations has been studied...
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Veröffentlicht in: | Journal of organic chemistry 2020-01, Vol.85 (2), p.691-701 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | A convenient acid-mediated reaction of β-keto sulfones with sulfoxides under metal-free conditions has been developed, thereby delivering the acid-controlled synthesis of β-sulfenyl ketones and α,β-disulfonyl ketones in good to excellent yields. The mechanism of the transformations has been studied carefully, which suggested the involvement of a radical process in the formation of α,β-disulfonyl ketones. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.9b02766 |