Abstract: | δ-Hydroxyamides, prepared by condensation of ketones or aldehydes at the 2-methyl group of Nsubstituted o-toluamides by means of n-butyllithium, were cyclodehydrated with sulfuric acid to form 2,3-disubstituted and 2,3,3-trisubstituted 3,4-dihydroisocarbostyriIs. Also, δ-hydroxyamides obtained from condensation of ketones at the 2-benzyl group of N-methyl-o-benzylbenzamide, were cyclodehydrated to give 2,3,3,4-tetrasubstituted 3,4-dihydroisocarbo-styrils. All of the products appeared to be new. This new method, which involves an unusual acid catalyzed cyclodehydration, is convenient and apparently quite general. |