Unexpected Migration and Oxidative Cyclization of Substituted 2-Acetophenone Triflates under Basic Conditions:  Synthetic and Mechanistic Insights

Oxidative ring closure of alkyl-substituted 2-hydroxyacetophenone trifluoromethanesulfonate esters (triflates) occurs upon exposure to base in anaerobic DMF at 20−90 °C. Alkyl substitution is required for ring closure. A migrated enol triflate product forms at lower temperature in high yield via mig...

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Veröffentlicht in:	Journal of organic chemistry 2003-12, Vol.68 (26), p.9964-9970
Hauptverfasser:	Coe, Jotham W, Bianco, Krista E, Boscoe, Brian P, Brooks, Paige R, Cox, Eric D, Vetelino, Michael G
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Organic chemistry Preparations and properties
Online-Zugang:	Volltext
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