On the synthesis of heterocyclic dendrons

Abstract

The synthesis of dendrons 1 - 7 bearing azole (pyrazole, imidazole and 1,2,4-triazole) moieties is described. The synthesis of these compounds was carried out using different approaches: functionalisation of the methylene bridge of bispirazol-1-ylmethane derivates; double Michael addition of 1,2,4-triazole to methyl propiolate, nucleophilic substitution of halide from the corresponding 2,6-dichloro-4-methylpyridine or 1,3-bis(bromomethyl)benzene derivatives, and nucleophilic substitution on p-hydroxybenzaldehyde dimethylacetal. Schotten-Baumann reaction with 1,3,5-trischlorocarbonylbenzene and Sonogashira coupling with 1,3,5-triethynylbenzene were used for the synthesis of G0-dendrimers.