Facile One-Pot Conversion of Aldehydes into Amides

Abstract

A facile one-pot synthesis of amides from aldehydes has been developed. This tandem process involves the formation of a nitrile intermediate obtained from the reaction of an aldehyde with hydroxylamine hydrochloride in dimethylsulfoxide at 100°C and the subsequent treatment of the nitrile with basic hydrogen peroxide. The resulting amide products were produced in good yields (67–95%) and purity (>95%).

Keywords:

• Aldehyde
• amide
• hydrogen peroxide
• nitrile
• tandem reaction

ACKNOWLEDGMENTS

The authors gratefully acknowledge financial support from the Research Corporation, the University of Chattanooga Foundation, and the Grote Chemistry Fund.

Notes

^a Isolated yields.

^b Time for complete conversion to amide.