Direct access to 1,4-dihydroxyanthraquinones: the Hauser annulation reexamined with p-quinones

J Org Chem. 2007 Jun 22;72(13):4981-4. doi: 10.1021/jo062271j. Epub 2007 May 19.

Abstract

3-Phenylsulfanylphthalides (e.g. 8a) readily react with p-benzoquinones in the presence of LiOtBu in THF to furnish 1,4-dihydroxyanthraquinones in good yields and one-pot operations.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anthracyclines / chemistry
  • Anthraquinones / chemistry*
  • Benzofurans / chemistry
  • Benzoquinones / chemistry
  • Hydroxylation
  • Molecular Structure
  • Naphthacenes / chemistry

Substances

  • Anthracyclines
  • Anthraquinones
  • Benzofurans
  • Benzoquinones
  • Naphthacenes
  • phthalide
  • naphthacene