Synthesis of 1,2,4-triazolo[4,3-a][1,8]Naphthyridines using Chloranil under Microwave Irradiation

Abstract

A simple and highly efficient procedure has been described for the synthesis of 1-aryl-4-[p-bromophenyl)-1,2, 4-triazolo[4,3-a][1,8]naphthyridines (8) by the oxidation of the corresponding aryl aldehyde 3-(p-bromophenyl)-1, 8-naphthyridin-2-ylhydrazones (7) with chloranil under microwave irradiation. The products are obtained in good yields and in a state of high purity.

An Exceedingly Mild, Green Synthesis of Substituted N‐3‐diaryl‐1,8‐naphthyridin‐2‐amine Derivatives and Their Antimicrobial Activity

“…Condensation of 2‐aminonicotinaldehyde 1 with 2‐phenyl acetonitrile 2 in the presence of 10% potassium hydroxide (KOH) without any solvent under microwave irradiation (MWI) afforded 2‐amino‐1,8‐naphthyridines 3 , which is converted into 1,8‐naphthyridine‐2(1 H )‐ones 4 by the reaction with NaNO 2 . Treatment of compounds 4 with POCl 3 under MWI yielded 2‐chloro‐1,8‐naphthyridines 5 was prepared following the literature procedure . The reactions proceed efficiently in excellent yields at ambient pressure within few minutes.…”

Molecular Modeling, Ionic Liquid Cu(II)‐Catalyzed Synthesis of 9‐(3‐Fluoro‐4‐methoxyphenyl)‐6‐aryl‐[1,2,4]triazolo[4,3‐a][1,8] Naphthyridines under Microwave Irradiation and Their Antimicrobial Activity

“…Some of these methods were reported on this moiety such as those of Mogilaiah and Randheer , who synthesized substituted 1,2,4‐triazolo[4,3‐ a ][1,8] naphthyridines under microwave irradiation by using chloramine‐T . Mogilaiah et al reported the preparation of 1,2,4‐triazolo[4,3‐ a ][1,8] naphthyridines derivatives under microwave irradiation by using chloranil . Furthermore, the Ionic Liquids (ILs) tolerate highly operative interfaces with microwave energy for the fast generation of products with usually high yields, short reaction times, mild reaction conditions, and reusable catalyst, which are significant advantages of this technique.…”