A Novel Synthesis of N-Unsubstituted p-Enamino Thioesters from 3-Arylisoxazoles and 3-Aryl-5-phenylthio-2-isoxazolines

摘要

A novel procedure for the synthesis of N-unsubstituted beta-enamino thioesters, (Z)-S-phenyl 3-amino-3-arylprop-2-enethio-ates, from 3-arylisoxazoles or 3-aryl-5-phenylthio-2-isoxazolines is described and a plausible mechanism for the reaction is proposed. Some examples of conversion of one beta-enamino thioester [(Z)-S-phenyl 3-amino-3-phenylprop-2-enethioate] into N-unsubstituted beta-enaminoacyl derivatives (beta-enamino esters, beta-enamino amides, andbeta-keto amides) are also reported.