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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2020-01, Vol.85 (2), p.691-701
Hauptverfasser: Fan, Jian, Zhao, Yiming, Zhang, Jitan, Xie, Meihua, Zhang, Yuzhong
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b02766