4.6 Article

One-pot synthesis of furocoumarins via sequential Pd/Cu-catalyzed alkynylation and intramolecular hydroalkoxylation

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 8, Issue 13, Pages 3073-3077

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c004233a

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Funding

  1. National Natural Science Foundation of China [20721003]
  2. Shanghai Rising-Star Program [08QH14027]
  3. Chinese Academy of Sciences, State key Laboratory of Drug Research, SIMM
  4. National Science & Technology Major Project [2009ZX09301-001]

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A novel and rapid assembly of an interesting class of furocoumarins-4H-furo[3,2-c]chromen-4-ones has been successfully achieved using one-pot sequential coupling/cyclization strategy with easily available starting materials 3-bromo-4-acetoxycoumarins and terminal alkynes. The key synthesis involves Pd/Cu-catalyzed alkynylation with in situ prepared dialkynylzincs followed by intramolecular hydroalkoxylation.

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