Room Temperature Acylketene Formation? 1,3-Dioxin-4-ones via Silver(I) Activation of Phenylthioacetoacetate in the Presence of Ketones

Silver(I) activation of thioacetoacetates in the presence of ketones produces 1,3-dioxin-4-ones. Mechanistic studies addressing the intermediacy of an acylketene intermediate are described.

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Bibliographische Detailangaben
Veröffentlicht in:	Journal of organic chemistry 2010-09, Vol.75 (17), p.6054-6056
Hauptverfasser:	May, Aaron E, Hoye, Thomas R
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Dioxins - chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Ketones - chemistry Kinetics and mechanisms Molecular Structure Organic chemistry Organometallic Compounds - chemistry Preparations and properties Reactivity and mechanisms Silver - chemistry Stereoisomerism Sulfhydryl Compounds - chemistry Temperature
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Beschreibung
Zusammenfassung:	Silver(I) activation of thioacetoacetates in the presence of ketones produces 1,3-dioxin-4-ones. Mechanistic studies addressing the intermediacy of an acylketene intermediate are described.
ISSN:	0022-3263 1520-6904
DOI:	10.1021/jo101372v