R. Acheson, J. Wallis, J. Woollard
Jun 5, 1979
Citations
0
Influential Citations
15
Citations
Journal
Journal of The Chemical Society-perkin Transactions 1
Abstract
1-Phenylbut-1-yn-3-one was dimerised by 1-alkylpyrroles but with furan gave a 1 : 2 molar adduct. With 3-methylpyridine and quinoline it yielded dihydro-H-quinolizinones, with benzimidazole Michael addition at nitrogen occurred, but with N-alkylbenzimidazoles ring expansion to 1,6-benzodiazocin-2(1H)-ones took place. Dimethyl acetylenedicarboxylate with 1-(2-pyridyl)-butan-2-one gave a tricyclic quinolizine while quinolizines, azepines and indolizines were obtained from other pyridines. The structures of the products were deduced from their 1H, 13C n.m.r., and other spectra.