Synthesis of Fused Tetrazole Derivatives via a Tandem
Cycloaddition and <i>N</i>-Allylation Reaction and Parallel Synthesis of
Fused Tetrazole Amines
Fredrik Ek
Sophie Manner
Lars-Göran Wistrand
Torbjörn Frejd
10.1021/jo035498c.s002
https://acs.figshare.com/articles/journal_contribution/Synthesis_of_Fused_Tetrazole_Derivatives_via_a_Tandem_Cycloaddition_and_i_N_i_Allylation_Reaction_and_Parallel_Synthesis_of_Fused_Tetrazole_Amines/3349330
A method for the synthesis of novel fused tricyclic tetrazoles from allylic bromides generated by
the recently discovered DiazAll reaction has been developed. This new tandem reaction comprises
a cycloaddition between a nitrile and (TMS)N<sub>3</sub> followed by an intramolecular <i>N</i>-allylation. The
variation of functionalities in the benzene moiety was well-tolerated, and only a moderate difference
in yield and degree of purity was noticed. An <i>exo</i>-methylene group in these new compounds permitted
further derivatization. Structural resemblance with substances which possess important pharmacological properties motivated the synthesis of a series of ketones and a small library of amines.
2004-02-20 00:00:00
allylic bromides
series
allylation
Parallel Synthesis
derivatization
TMS
purity
cycloaddition
Fused Tetrazole Derivatives
tricyclic tetrazoles
synthesis
Structural resemblance
amines
compound
methylene group
Allylation Reaction
variation
functionalitie
Tandem Cycloaddition
nitrile
DiazAll reaction
Fused Tetrazole Amines
benzene moiety
exo
method
tandem reaction
ketone
intramolecular N