4.7 Article

Synthesis of Perinaphthenones via BF3.Et2O Mediated One-Pot Cascade 4,5-Annulation Reactions of 1-Naphthols and Ynones

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 363, Issue 7, Pages 1935-1943

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202001558

Keywords

Perinaphthenones; Periannulation; alpha-naphthol; Ynones; Solvent-Free

Funding

  1. Ministry of Science and Technology of the Republic of China [MOST 108-2113-M-003-001]
  2. Instrumentation Centre at National Taiwan Normal University

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A new method has been developed for the metal and solvent-free one-pot cascade synthesis of perinaphthenones from 1-naphthols and ynones mediated by (BF3Et2O)-Et-. This strategy allows for the formation of new periannulation at C-4-C-5 positions of alpha-naphthol, resulting in highly substituted perinaphthenones with good to moderate yields. The synthesized perinaphthenones products exhibit interesting photo physical properties.
C-4-C-5 periannulation of 1-naphthols and ynones via (BF3Et2O)-Et-. mediated one-pot cascade under metal and solvent-free conditions have been developed for the synthesis of perinaphthenones. Furthermore, this strategy features the formation of new periannulation at C-4-C-5 positions of alpha-naphthol, synthesis of highly substituted perinaphthenones, broad substrate scope, readily available starting materials and good to moderate yields. The perinaphthenones products synthesized here have exhibited interesting photo physical properties

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