Preparation of highly functionalized benzofurans from ortho-hydroxyphenones and dichloroethylene. Applications and mechanistic investigations

Schevenels, Florian;Tinant, Bernard;Declercq, Jean-Paul;Marko, Istvan
(2013) Chemistry: A European Journal — Vol. 19, n° 13, p. 4335 (16/03/13) (2013)

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Authors
  • Schevenels, FlorianUCLouvain
    Author
  • Tinant, BernardUCLouvain
    Author
  • Declercq, Jean-PaulUCLouvain
    Author
  • Marko, IstvanUCLouvain
    Author
Abstract
Highly functionalised benzofurans have been prepared from ortho-hydroxyphenones and 1,1-dichloroethylene. The key intermediate, a chloromethylene furan, smoothly rearranged into the corresponding benzofuran carbaldehyde under acidic conditions. Some mechanistic investigations have been performed and several biologically active benzofurans have been synthesised.
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Schevenels, F., Tinant, B., Declercq, J.-P., & Marko, I. (2013). Preparation of highly functionalized benzofurans from ortho-hydroxyphenones and dichloroethylene. Applications and mechanistic investigations. Chemistry: A European Journal, 19(13), 4335 (16/03/13). https://doi.org/10.1002/chem.201201505 (Original work published 2013)