Mild synthesis of organophosphorus compounds: reaction of phosphorus-containing carbenoids with organoboranes

Org Lett. 2008 Mar 6;10(5):977-80. doi: 10.1021/ol800085u. Epub 2008 Feb 6.

Abstract

Organoboranes react with phosphorus-containing carbenoids to produce a variety of functionalized organophosphorus compounds under mild conditions. In some cases, selective migration of one group attached to boron can be observed. Phosphonite-borane complexes are introduced as novel synthons for the synthesis of phosphinic esters.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boranes / chemistry*
  • Esters
  • Hydrocarbons / chemistry
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Molecular Structure
  • Organophosphorus Compounds / chemical synthesis*
  • Organophosphorus Compounds / chemistry
  • Phosphorus / chemistry*

Substances

  • Boranes
  • Esters
  • Hydrocarbons
  • Organophosphorus Compounds
  • carbene
  • Phosphorus
  • Methane