Silver-Mediated Mild Oxidation of Nitrogen-Containing Heteroaryl-2-methanols to Esters

Abstract

Oxidation of nitrogen-containing heteroaryl-2-methanols to esters with Ag₂O and isopropyl iodide is reported. This methodology is very mild and can tolerate many functional groups.

GRAPHICAL ABSTRACT

Keywords:

• Esters
• nitrogen-containing heteroaryl-2-methanols
• oxidation
• silver(I) oxide

Notes

^a Isolated yields obtained using 1.00 mmol of substrate, 2.20 mmol of Ag₂O, and 2.20 mmol of 2-iodopropane at room temperature for 24 h.

^a Isolated yields obtained using 1.00 mmol of substrate, 2.20 mmol of Ag₂O, and 2.20 mmol of 2-iodopropane in dioxane at room temperature for 24 h.

^b Reference 7.

^c Reference 8.

^a Isolated yields obtained using 1.00 mmol of substrate, 2.20 mmol of Ag₂O, and 2.20 mmol of 2-iodopropane in dioxane at room temperature for 24 h.

^b Reference 9.

^c Reference 10.

^d Reference 11.