NaOH/Et₃N-Promoted Stereoselective One-Pot Synthesis of α-Diazo Oxime Ethers via Diazo Transfer Reaction

Abstract

For the first time, we have observed a combined effect of two bases NaOH/Et₃N to promote the diazo transfer reaction of β-oximino esters. This unusual synergistic effect has been employed to obtain α-diazo oxime ethers directly from β-keto esters by one-pot process. This method is simple and cost-effective and the reagents are readily available.

GRAPHICAL ABSTRACT

Keywords:

• α-Diazo imines
• diazo transfer reaction
• one-pot process
• synergistic effect

ACKNOWLEDGMENTS

The authors thank the administration and the management of Karunya University for their constant support and encouragement.

SUPPLEMENTAL MATERIAL

Full experimental details and ¹H and ¹³C NMR spectra for this article can be accessed on the publisher’s website.