A CONVENIENT METHOD FOR THE SYNTHESIS OF αβ-UNSATURATED CARBOXYLIC ACID AMIDES UTILIZING A NEW HETERO-BIFUNCTIONAL REAGENT, DMPATT
As a new extention of monitored aminolysis of 3-acyl-1,3-thiazolidine-2-thione(ATT), a convenient procedure for the synthesis of αβ-unsaturated carboxylic acid amides has been developed using a new hetero-bifunctional reagent, 3-dimethylphosphonoacetyl-1,3-thiazolidine-2-thione (DMPATT).DMPATT was effectively used as the bridging reagent between amino (or imino) compounds and aldehydes (or ketone) to afford various olefinic amides in good yields.KEYWORDS - thiazolidine-2-thione; hetero-bifunctional reagent; αβ-unsaturated amide; Wittig reaction; ferulyltryptamine