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
Hauptverfasser:	Fan, Jian, Zhao, Yiming, Zhang, Jitan, Xie, Meihua, Zhang, Yuzhong
Format:	Artikel
Sprache:	eng
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container_title	Journal of organic chemistry
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creator	Fan, Jian Zhao, Yiming Zhang, Jitan Xie, Meihua Zhang, Yuzhong
description	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.
doi_str_mv	10.1021/acs.joc.9b02766
format	Article
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title	Acid-Controlled Access to β‑Sulfenyl Ketones and α,β-Disulfonyl Ketones by Pummerer Reaction of β‑Keto Sulfones and Sulfoxides
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