title: Ring expansion of substituted norbornadienes for the synthesis of mono- and disubstituted 2-azabicyclo[3.2.1]octadienes.
abstract: We have studied the conversion of substituted norbornadienes into a substituted 2-azabicyclo[3.2.1]octadiene system via reaction with toluenesulfonyl azide. We have found that both and mono- and disubstituted norbornadienes will undergo the cycloaddition/rearrangement sequence to provide the bicyclooctadiene ring system as a single regioisomer. The 2-azabicyclo[3.2.1]octane ring system can be prepared from the unsaturated 2-azabicyclo[3.2.1]octadiene ring system.
authors.affiliation: Department of Chemistry & Biochemistry, Clippinger Laboratories, Ohio University, Athens, Ohio, 45701, USA.
authors.forename: Nova
authors.initials: N
authors.lastname: Emelda
authors.forename: Stephen C
authors.initials: SC
authors.lastname: Bergmeier