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3,4,5-Trimethylphenol and Lewis Acid Dual-Catalyzed Cascade Ring-Opening/Cyclization: Direct Synthesis of Naphthalenes.

He MaXiu-Qin HuYong-Chun LuoPeng-Fei Xu
Published in: Organic letters (2017)
A 3,4,5-trimethylphenol and Lewis acid dual-catalyzed cascade reaction of donor-acceptor (D-A) cyclopropanes via ring-opening and cyclization is developed. In this reaction, a phenolic compound was used as a covalent catalyst for the first time. Additionally, control experiments proved that 3,4,5-trimethylphenol completed the catalytic cycle by accomplishing the C-C bond cleavage. Using this strategy, a wide variety of substituted naphthalenes has been synthesized from D-A cyclopropanes in moderate to high yields under mild conditions.
Keyphrases
  • room temperature
  • ionic liquid
  • molecular docking
  • high intensity
  • electron transfer
  • dna binding
  • carbon dioxide