title: The trapping of phenyldiazenes in cycloaddition reactions.
abstract: The reactivity of phenyldiazenes was studied intensively in the late 1960s, but not much is known about their behavior under acidic conditions. Based on the formation of phenyldiazenes from phenylazocarboxylates, we herein describe how reactions of phenyldiazenes can be directed into ionic or radical pathways. Cycloaddition reactions with furans leading to pyridazinium salts represent the first examples for the direct trapping of phenyldiazenes with conservation of the N=N moiety.
authors.affiliation: Department of Chemistry and Pharmacy, Friedrich-Alexander-Universität Erlangen-Nürnberg, Schuhstrasse 19, 91052 Erlangen (Germany) http://www.medchem.uni-erlangen.de/heinrichlab/
authors.forename: Stefanie K
authors.initials: SK
authors.lastname: Fehler
authors.forename: Gerald
authors.initials: G
authors.lastname: Pratsch
authors.forename: Markus R
authors.initials: MR
authors.lastname: Heinrich
keywords: cycloadditions; diazenes; phenyldiazene; pyridazinium salts; radical reactions