A Novel Approach for the Solid‐Phase Organic Synthesis of 1, 3‐Disubstituted Uracils

Abstract

AbstractA novel procedure for solid‐phase organic synthesis of 1, 3‐disubstituted uracils using a cyclization‐cleavage strategy from Wang‐acrylate resin, amines and isocyanates. An acrylate ester resin is reacted in turn with PhSeBr and primary amines in one‐pot to afford N‐substituted α‐phenylseleno‐β‐aminoesters followed by treatment with isocyanates to form α‐phenylseleno‐β‐ureidoester resin. Following oxidation‐elimination with excess of 30% hydrogen peroxide and intramolecular cyclization cleavage of the Wang resin using potassium ethoxide as a base to furnish 1, 3‐disubstituted uracils in good yields (80‐86%) and high purities (92‐96%).