Organocatalyzed Amine-Free O-Phosphorylation of Alcohols with 4-Methylpyridine N-Oxide

Chem Pharm Bull (Tokyo). 2024;72(3):303-308. doi: 10.1248/cpb.c24-00029.

Abstract

Amine-free phosphorylation of various alcohols was developed with 4-methylpyridine N-oxide in the presence of 4 Å molecular sieves at room temperature. This mild method gave various phosphorylated products in high yield and could be applied to acid- or base-sensitive substrates. Furthermore, this method was also effective for the chemoselective phosphorylation of diols or polyols.

Keywords: alcohol; catalyst; phosphorylation; pyridine N-oxide.

MeSH terms

  • Alcohols*
  • Amines
  • Catalysis
  • Oxides*
  • Phosphorylation
  • Picolines*

Substances

  • Alcohols
  • Oxides
  • 4-methylpyridine
  • Amines
  • Picolines