title: Zinc-Mediated Allylation and Benzylation of Phenylazocarboxylic Esters.
abstract: Allylation and benzylation of phenylazocarboxylic tert-butyl esters have been achieved under Barbier-type reaction conditions and in very short reactions times using the corresponding allyl and benzyl bromides or iodides in combination with zinc powder. Whereas all reactions occurred exclusively at the β-nitrogen atom of the azocarboxylic esters, the linkage of allyl units was shown to depend on the substitution pattern at the double bond of the allyl halide. The hydrazines obtained are useful precursors for indoles and indazoles.
authors.affiliation: Department of Chemistry and Pharmacy, Pharmaceutical Chemistry, Friedrich-Alexander-Universität Erlangen-Nürnberg , Schuhstraße 19, 91052 Erlangen, Germany.
authors.forename: Roman
authors.initials: R
authors.lastname: Lasch
authors.affiliation: Department of Chemistry and Pharmacy, Pharmaceutical Chemistry, Friedrich-Alexander-Universität Erlangen-Nürnberg , Schuhstraße 19, 91052 Erlangen, Germany.
authors.forename: Markus R
authors.initials: MR
authors.lastname: Heinrich