Efficient Catalytic, Oxidative Lactonization for the Synthesis of Benzodioxepinones Using Thiazolium-Derived Carbene Catalysts

Rose, Christopher A. and Zeitler, Kirsten (2010) Efficient Catalytic, Oxidative Lactonization for the Synthesis of Benzodioxepinones Using Thiazolium-Derived Carbene Catalysts. ORGANIC LETTERS, 12 (20). pp. 4552-4555. ISSN 1523-7060, 1523-7052

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Abstract

An efficient, oxidative carbene-catalyzed lactonization reaction has been developed. Using thiazolium precatalysts, a variety of benzodioxepinone products are accessible in good to excellent yields under mild and operationally simple conditions The reaction does not require high dilution conditions and proceeds via mild and selective oxidation with azobenzene, which can easily be recovered and reused applying inexpensive FeCl3 as a formal terminal oxidant

Item Type: Article
Uncontrolled Keywords: N-HETEROCYCLIC CARBENES; ALPHA,BETA-UNSATURATED ALDEHYDES; NUCLEOPHILIC CARBENES; TANDEM OXIDATION; ESTERS; HYDROACYLATION; CONVERSION; LACTONES; ESTERIFICATION; METATHESIS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Alumni or Retired Professors > Arbeitskreis Dr. Kirsten Zeitler
Depositing User: Dr. Gernot Deinzer
Date Deposited: 08 Jul 2020 06:56
Last Modified: 08 Jul 2020 06:56
URI: https://pred.uni-regensburg.de/id/eprint/24011

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