One-Pot Synthesis of Dibenzo[b,f]oxepines and Total Synthesis of Bauhinoxepin C

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Abstract
In this work, we report a novel and simple one-pot synthesis of substituted dibenzo[b,f]oxepines under transition-metal-free conditions. This cascade process involves nucleophilic aromatic substitution followed by Knoevanagel condensation, as evidenced by the isolated reaction intermediates. We have also achieved the synthesis of anticancer bauhinoxepin C in 7 steps with 5.1% overall yield using this synthetic approach.
Funding Information
  • National Research Council of Thailand (NRCT5-RSA63002-10)
  • Ministry of Higher Education, Science, Research and Innovation, Thailand
  • Department of Chemistry, Kasetsart University
  • Center of Excellence for Innovation in Chemistry
  • Research and Development Institute, Kasetsart University
  • Faculty of Science, Kasetsart University

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