Issue 25, 2016

Mild, efficient, and environmentally friendly synthesis of symmetrical N,N′-alkylidenebisamides under solvent-free conditions catalyzed by H7[(P2W17O61)FeIII(H2O)]

Abstract

A series of symmetrical N,N′-alkylidenebisamides were successfully synthesized via a one-pot three-component green and environmentally friendly condensation of aliphatic and/or aromatic aldehydes with benzamide by the mediation of 2.5 mol% H7[(P2W17O61)FeIII(H2O)] as a Lewis/Bronsted acid catalyst with good to excellent yields in moderately short reaction times. This developed methodology is effective for diverse substituted aldehydes; thus, it constitutes a general synthetic route for the preparation of symmetrical alkylidenebisamides. Findings demonstrated that aromatic aldehydes containing electron-withdrawing groups are more effective than their electron-donating counterparts.

Graphical abstract: Mild, efficient, and environmentally friendly synthesis of symmetrical N,N′-alkylidenebisamides under solvent-free conditions catalyzed by H7[(P2W17O61)FeIII(H2O)]

Supplementary files

Article information

Article type
Paper
Submitted
21 Jan 2016
Accepted
08 Feb 2016
First published
15 Feb 2016

RSC Adv., 2016,6, 20687-20694

Mild, efficient, and environmentally friendly synthesis of symmetrical N,N′-alkylidenebisamides under solvent-free conditions catalyzed by H7[(P2W17O61)FeIII(H2O)]

R. Tayebee, B. Maleki, F. M. Zonoz, R. M. Kakhki and T. Kunani, RSC Adv., 2016, 6, 20687 DOI: 10.1039/C6RA01811D

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