T. Mayer, G. Maas
1992
Citations
0
Influential Citations
14
Citations
Journal
Tetrahedron Letters
Abstract
1-Morpholino-3-phenylallenes isomerize to 3,4,6,12b-tetrahydro-1H-[1,4]oxazino[4,3-a][2]benzazepines at ≥ 105 °C. Similarly, 1-morpholino-3-vinylallenes are transformed into 3,4,10,10a-tetrahydro-1H-[1,4]oxazino[4,3-a]azepines. Formation of these novel heterocycles is rationalized by a 1,3-proton shift in the morpholinoallenes, followed by 1,7-electrocyclization of the α,β,γ,δ-unsaturated azomethine ylide thus formed.