Synthesis and thermal cyclization of an enediyne-sulfonamide

Klein, Michael and Koenig, Burkhard (2004) Synthesis and thermal cyclization of an enediyne-sulfonamide. TETRAHEDRON, 60 (5). pp. 1087-1092. ISSN 0040-4020

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Abstract

The synthesis of an enediyne sulfonamide by alkylidene carbene rearrangement is reported. The compound cyclizes thermally to give the Bergman product, which was prepared independently for comparison. Like other sigma-acceptor substituents at the enediyne alkyne termini, such as fluoride, oxonium or ammonium groups, the sulfonamide moiety enhances the reactivity for thermal Bergman cyclization as shown by the cyclization kinetic of the title compound. (C) 2003 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: N-FUNCTIONALIZED 1-ALKYNYLAMIDES; BERGMAN CYCLIZATION; ACTIVATION; STRATEGY; DESIGN; AMIDES; enediyne; yne-amine; carbene rearrangement; thermal cyclization
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 22 Jul 2021 11:42
Last Modified: 22 Jul 2021 11:42
URI: https://pred.uni-regensburg.de/id/eprint/38071

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