A novel approach toward the synthesis of some new tridentate Schiff bases from anil-like compounds

Fatemeh Bagheri, Abolfazl Olyaei


A novel method was developed for synthesizing a series of new tri­dentate Schiff base ligands starting from hydroxynaphthyl pyrimidinyl amines with o-phenylenediamines or o-aminophenol or 2-amino-3-hydroxy-py­ri­dine in the presence of formic acid catalyst under solvent-free conditions. In these reac­tions [1+1], the condensation product as half-unit ligand was obtained. Moreover, the reaction of hydroxynaphthylmethylene pyrimidinyl amines with 3,4-di­amino­pyridine and 1,8-naphthalenediamine leads to the formation of C2-naph­thylated imidazopyridine and dihydropyrimidine, respectively. The attractive features of this protocol are use of an inexpensive catalyst, operational simplicity, short reaction times, easy handling, and good yields.


Schiff base; anil; o-phenylenediamine; o-aminophenol; dihydro¬pyr-imidine; imidazopyridine


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DOI: http://dx.doi.org/10.2298/JSC151202064B


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