title: Facile deallylation protocols for the preparation of N-unsubstituted triazoles and tetrazoles.
abstract: Two facile deallylation protocols have been developed for the preparation of N-unsubstituted triazoles and tetrazoles. The first protocol is a direct deallylation using a combination of a catalytic amount of nickel complex, NiCl2(dppe), and a stoichiometric amount of Grignard reagent, tBuMgCl. The second protocol is a stepwise deallylation through consecutive reactions of isomerization and ozonolysis. The isomerization from N-allylazoles to N-vinylazoles is catalyzed by a ruthenium complex, HRuCl(CO)(PPh3)3, and the following ozonolysis of the derived N-vinyl intermediates affords N-unsubstituted azoles. These protocols can be used complementarily depending on the type of functional groups in the parent allylated azoles.
authors.affiliation: Department of Chemistry, Graduate School of Science, Tohoku University, Sendai 980-8578, Japan. skamijo@chem.fsu.edu
authors.forename: Shin
authors.initials: S
authors.lastname: Kamijo
authors.forename: Zhibao
authors.initials: Z
authors.lastname: Huo
authors.forename: Tienan
authors.initials: T
authors.lastname: Jin
authors.forename: Chikashi
authors.initials: C
authors.lastname: Kanazawa
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Yamamoto