Cinnamic acid thioamide

The stable, monomeric 0-enaminodithioesters, like their thioketone counterparts, have been shown to participate in regiospecific, intermolec-ular Diels-Alder reactions with a range of representative electron-deficient and reactive dienophiles (Scheme 8-1V).19-20 Cinnamic acid thioamides exist in equilibrium with their dimers at room temperature, although to date no reports of their cycloaddition with other dienophiles have been detailed [Eq. (9)].21... 

If the l,2-dithiole-3-thiones (123 R = Ph or CN) are heated with triphenyl phosphite in cyclohexylamine, the cinnamic acid thioamides (124) are obtained. In a rearrangement of the Wittig type, the carbanions of j3-methallyl- and benzyl-AW-dimethylcarbamates form a-mercapto-thioamides in the presence of HMPT (Scheme 2). ... 

---