Pak-Kan Chiu, M. P. Sammes
1988
Citations
0
Influential Citations
20
Citations
Journal
Tetrahedron
Abstract
Abstract Treatment of 1,4-diketones with liquid ammonia gives high yields of isolable 2-hydroxy-3,4-dihydro-2H-pyrrole intermediates. These intermediates, which do not appear to have been observed previously in the Paal-Knorr synthesis with ammonia, have been fully characterized by i.r. and 1H and 13C n.m.r. spectroscopy; in most cases they decompose quantitatively into 1H-pyrroles on standing. The intermediate from hexane-2,4-dione may also be prepared using concentrated aqueous ammonia.