SYNTHESIS AND CYCLIZATION REACTIONS OF -AMINO-3-[(METHOXYCARBONYL)METHYLSULFONYL]PYRROLES AND THIOPHENE

The title aminopyrroles and thiophene have been prepared by condensati on of methyl (cyanomethylsulfonyl)acetate with various alpha-amino ket ones or 2-mercaptoacetaldehyde, respectively. Subsequent cyclization o f these compounds by reaction between the amine and activated methylen e has led to various ester-substituted thiazine- and thiadiazine-based bicyclic derivatives. In addition, cyclization of the title compounds by intramolecular coupling of the amine and eater has led to the anal ogous bicyclic thiazin-3(2H)-ones, Attempted hydrolysis of the ester-s ubstituted bicyclics to the corresponding carboxylic acids was unsucce ssful.