Efficient Transformation of Aldoximes to Nitriles Using 2‐Chloro‐1‐methylpyridinium Iodide Under Mild Conditions

Abstract

Various (aliphatic, aromatic, and heterocyclic aromatic) types of aldoximes were converted into the corresponding nitriles in good to excellent yields using 2‐chloro‐1‐methylpyridinium iodide (CMPI) as a dehydrating agent under mild conditions.

Keywords:

• Dehydration
• Aldoxime
• Nitrile
• Primary amide
• 2‐Chloro‐1‐methylpyridinium iodide

Acknowledgments

This work was financially supported through the Academic Research Fund of Woosuk University.

Notes

^aWhen primary amide such as m‐nitrobenzamide or 5‐phenylvalerylamide was reacted with CMPI (1.05 equiv) and Et₃N (2.10 equiv) in CH₂Cl₂ at rt for 4 hr under Ar, no reaction occurred.