One‐pot Synthesis of 4‐Aryl‐NH‐1,2,3‐triazoles in Presence of Fe3O4@SiO2@Propyl‐HMTA as a New Basic Catalyst

• Published in: ChemistrySelect (Weinheim) Vol. 4; no. 5; pp. 1731 - 1737
• Main Authors: Mirzaei‐Mosbat, Maryam , Ghorbani‐Vaghei, Ramin , Sarmast, Narges
• Format: Journal Article
• Language: English
• Published: 07-02-2019
• Subjects: Catalyst; Cycloaddition; Henry Reaction; Synthesis; Triazoles
• ISSN: 2365-6549; 2365-6549
• DOI: 10.1002/slct.201803545

In this paper, hexamethylenetetramine‐functionalized magnetic Fe3O4 nanoparticles (Fe3O4@SiO2@Propyl‐HMTA) catalyst was prepared and utilized for the synthesis of 4‐aryl‐NH‐1,2,3‐triazole derivatives. Also, the interaction between aldehyde, nitromethane, and sodium azide was investigated within the synthesis route. Henry Reaction between the aldehyde and nitromethane created an intermediate that was immediately attacked by N3−. As a result of this attack, 4‐aryl‐NH‐1,2,3‐triazole was generated through an in situ [3 + 2] cycloaddition.
One of the commonly used methods to synthesize of 4‐aryl‐NH‐1,2,3‐triazoles is the three‐component reaction among aldehyde, nitro methane and sodium azide. The selection of suitable catalyst for developing of this reaction is a key point in the synthesis of these compounds. The main advantages of this work are easy reaction work‐up, short reaction time, high yield and easy recyclability and reusability of the catalyst.