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Photoinduced C-C bond cleavage for the synthesis of 2,4-disubstituted-1-naphthols from indenone derivatives and sulfoxonium ylide.

Prapas KhorphuengJumreang TummatornWacharakorn PatumanonCharnsak ThongsornkleebSukit ChonradeenitchakulSomsak Ruchirawat
Published in: Organic & biomolecular chemistry (2022)
The synthesis of 2,4-disubstituted-1-naphthols has been developed employing photomediated C-C bond cleavage (UV-LED 390 nm) of cyclopropane fused-indanones generated in situ from the reaction between indenones and trimethylsulfoxonium chloride under basic conditions at room temperature. Seventeen substrates were examined in this study. The results showed that indenone precursors containing aryl substituents could smoothly provide the desired products in up to 81% yield.
Keyphrases
  • room temperature
  • electron transfer
  • ionic liquid
  • dna binding
  • photodynamic therapy
  • transition metal