Mild addition of nucleophiles to pyridine-N-oxides

Org Lett. 2011 Apr 1;13(7):1840-3. doi: 10.1021/ol200352g. Epub 2011 Mar 4.

Abstract

A general and facile one-pot procedure for the synthesis of 2-substituted pyridines from the corresponding pyridine-N-oxides and nucleophiles is presented as a mild alternative to S(N)Ar chemistry. A variety of nucleophiles and heterocyclic-N-oxides participate effectively in this transformation, which uses the phosphonium salt, PyBroP, as a means of substrate activation.

MeSH terms

  • Amination
  • Molecular Structure
  • Pyridines / chemistry*

Substances

  • Pyridines
  • pyridine N-oxide