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

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.

Automated summary

This work describes a novel and simple one-pot synthesis of substituted dibenzo[b,f]oxepines under transition-metal-free conditions, which was achieved through a cascade process involving nucleophilic aromatic substitution followed by Knoevanagel condensation. The synthesis of anticancer bauhinoxepin C was also successfully achieved in 7 steps with 5.1% overall yield using this synthetic approach.