A general and convenient catalytic synthesis of nitriles from amides and silanes

Org Lett. 2009 Jun 4;11(11):2461-4. doi: 10.1021/ol900716q.

Abstract

A new and convenient protocol for the catalytic dehydration of aromatic and aliphatic amides using silanes in the presence of catalytic amounts of fluoride is presented. The synthesis of aliphatic and aromatic nitriles proceeds with high selectivity under mild conditions. Notably, a wide substrate range is converted in good to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemistry*
  • Catalysis
  • Combinatorial Chemistry Techniques
  • Molecular Structure
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry
  • Quaternary Ammonium Compounds / chemistry*
  • Silanes / chemistry*

Substances

  • Amides
  • Nitriles
  • Quaternary Ammonium Compounds
  • Silanes
  • tetrabutylammonium