Synthesis of Novel Functionalized N-Tosylaldimines

Abstract

Condensation of a variety of aromatic aldehydes with p-toluenesulfonamide in the presence of Lewis acids affords novel functionally varied aromatic N-tosylaldimines in good yields. A diverse array of aromatic aldehydes was examined, each containing a unique functionality. The new method reported here allows for incorporation of functionalities that are unavailable by existing methods.

Keywords:

• N-Tosylaldimines
• Aldehydes
• Lewis acid

Acknowledgments

Financial support by the Jeffress Trust is gratefully acknowledged (Grant J-587). The authors also wish to thank Kristen Fitzgerald from the GMU Biology Department for performing elemental analyses.