P. Kovacic, M. Lowery, P. Roskos
1970
Citations
0
Influential Citations
9
Citations
Journal
Tetrahedron
Abstract
Abstract Treatment of exo -2-chloronorbornane with trichloramine-aluminum chloride resulted in ring expansion with incorporation of nitrogen. The major product of the rearrangement, after reduction, was 2-azabicyclo[3.2.1]octane, accompanied by small amounts of the 3-isomer and exo -2-aminonorbornane. Amination of norbornane yielded either the exo -pri-amine or the aza material as the principal basic product depending upon reaction condition. The mechanistic and synthetic are discussed, and comparisons with related reactions are made.