SODIUM METHOXIDE.MEDIATED AZA-MICHAEL REACTIONS OF 2-AMINOPHENOLS WITH UNSATURATED CARBONYL COMPOUNDS

Abstract

The conjugate addition of amines to carbon-carbon double bonds is a valuable protocol in synthetic organic synthesis. It is used extensively in the synthesis of pharmaceutical intermediates, peptide analogous, antibiotics, and other biological active molecules and drugs. This work involves sodium methoxide catalyzed aza-Michael addition reaction of 2- aminophenols to a,3-unsaturated carbonyl compounds. This methodology was found to be very efficient for a variety of 2-aminophenols and a,(3-unsaturated carbonyl compounds at 50 °C temperature to afford the addition products in good yields without noticeable side reactions. The simplicity of the experimental procedure and the ready accessibility of the starting materials render this an experimentally attractive method for formation of C-N bond containing compounds has broad future prospective in synthetic organic chemistry.