Ring expansion of heteroaromatic betaines with cyclopropene derivatives
Abstract
Reaction of diphenylcyclopropenon, diphenylcyclopropenethione, and triphenylcyclopropene with N-benzoyl-N-methyl-C-phenylglycine in acetic anhydride provides a convenient route to 4-pyridones, pyridine-4-thiones, and 1,4-dihydropyridines, respectively; the anhydro-5-hydroxy-3-methyl-2-phenylthiazolium hydroxide system also reacts readily with diphenylcyclopropenethione.