Ring Opening of 4-Arylamino-2-tert-butyl-5-oxo-2,5-dihydrofuran-2-yl Acetates with Aromatic and Heterocyclic Amines

Abstract

Reactions of 4-arylamino-2-tert-butyl-5-oxo-2,5-dihydrofuran-2-yl acetates with an equimolar amount of aromatic or heterocyclic amine in toluene involves initial attack of the amine on the C² atom of the furan ring, followed by opening of the furan ring and elimination of acetic acid to give N-aryl(hetaryl)-2-arylamino-5,5-dimethyl-4-oxohex-2-enamides.