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Synthesis of Substituted 1,6-Diarylnaphthalenes via a Tandem Claisen Rearrangement and Ene Reaction Protocol.

Chieh-Kai ChanYu-Hsin ChenYu-Lin TsaiMeng-Yang Chang
Published in: The Journal of organic chemistry (2017)
In this work, we developed a concise synthetic route for the synthesis of polysubstituted naphthalenes starting from commercially available isovanillin and its derivatives. Reaction with styryl bromide via O-styrylation, Claisen rearrangement, ene reaction, and O-alkylation occurred in high yields. The key structures were confirmed by single-crystal X-ray diffraction.
Keyphrases
  • high resolution
  • randomized controlled trial
  • molecular docking
  • electron transfer
  • computed tomography
  • electron microscopy
  • crystal structure
  • structure activity relationship
  • solid state