Cyclobutanone and Cyclobutenone Derivatives by Reaction of Tertiary Amides with Alkenes or Alkynes

Authors

  • Lic. Jean-Bernard Falmagne,

    1. Laboratoire de Chimie Organique de Synthése Université Catholique de Louvain Place L. Pasteur, B-1348 Louvain-La-Neuve (Belgium)
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  • Lic. José Escudero,

    1. Laboratoire de Chimie Organique de Synthése Université Catholique de Louvain Place L. Pasteur, B-1348 Louvain-La-Neuve (Belgium)
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  • Lic. Sofia Taleb-Sahraoui,

    1. Laboratoire de Chimie Organique de Synthése Université Catholique de Louvain Place L. Pasteur, B-1348 Louvain-La-Neuve (Belgium)
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  • Prof. Dr. Léon Ghosez

    Corresponding author
    1. Laboratoire de Chimie Organique de Synthése Université Catholique de Louvain Place L. Pasteur, B-1348 Louvain-La-Neuve (Belgium)
    • Laboratoire de Chimie Organique de Synthese Université Catholique de Louvain Place L. Pasteur, B-1348 Louvain-La-Neuve (Belgium)
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  • This work was supported by the “Institut pour I'Encouragement de la Recherche Scientifique”, the “Administration Générale pour la Coopération au Développement” and the “Service de Programmation de la Politique Scientifique” (Contrat 79/84–13).

  • Dedicated to Professor Rolf Huisgen on the occasion of his 60th birthday

Abstract

original image

Cyclobutanones (1) and cyclobutenones (2), R1 and/or R2 = alkyl, aryl, H, often used as synthetic building blocks, could be prepared from N,N-dialkylamides, trifluorome-thanesulfonic acid anhydride and alkenes or alkynes in the presence of collidine. N,N-Dialkyl-N-alkylideneammonium(keteniminium) salts occur as intermediates.

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