81930-85-0Relevant academic research and scientific papers
Heterocyclic β-Enamino Esters, 29. - Base Catalyzed N-Methylene Linkage with Formaldehyde - New Bis(1,3-oxazines)
Wamhoff, Heinrich,Hendrikx, Georg,Ertas, Muemtaz
, p. 489 - 498 (2007/10/02)
Treatment of the heterocyclic β-enamino esters and nitriles 1a, b, 3, and 5 with formaldehyde leads with N-methylene linkage to the methylenediamines 2a, b, 4, and 6, and in the case of 7 to the 2:2 adduct 9.Analogously 1a condenses with acetaldehyde to afford 11 and with β-amino-crotonates to yield the 1,4-dihydropyridines 13a, b.Compound 2 gives with succinic dichloride the diamide 14, however, with phthaloyl chloride the phthalimide 16.By reacting with dichloro-triphenylphosphorane ("three-components reaction") the diamides 17a - c, and 20 obtained from 1 and 19 cyclize to yield the bis(1,3-oxazines) 18 a - c and 21.
