4.4 Article

Regioselective Synthesis of Indanones

Journal

SYNLETT
Volume 25, Issue 12, Pages 1717-1720

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1339156

Keywords

indanones; polyphosphoric acid; electrophilic aromatic substitution; total synthesis; regioselectivity

Funding

  1. European Research Council (Advanced Investigator Grant) [227897]
  2. Netherlands Organization for Scientific Research (NWO-CW)
  3. Ministry of Education, Culture and Science (Gravity program) [024.001.035]
  4. NRSC-catalysis
  5. DAAD

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The degree of hydrolysis of polyphosphoric acid (PPA) has a crucial effect on the regioselectivity of the PPA-mediated synthesis of indanones. It was found that the regioselectivity can be switched by employing PPA with either a high or low content of P2O5. This methodology was used for the regioselective synthesis of a range of electron-rich indanones, including a natural sesquiterpene.

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