Three-component carbon-carbon bond-forming reactions for the synthesis of β-amino carbonyl compounds using maleic acid-catalyzed one-pot mannich-type reaction in ethanol

Malek Taher-Maghsoodlou,Mojtaba Lashkari,Seyyed Rasul-Mousavi,Ali Roygar

doi:10.5937/kgjsci1840071t

Abstract

Three-component carbon-carbon bond-forming reactions for the synthesis of β-amino carbonyl compounds using maleic acid-catalyzed one-pot mannich-type reaction in ethanol

Highlights

Carl Mannich first recognized the enormous significance of aminoalkylation of CHacidic compounds, and he extended the chemistry into a broad based synthetic procedure through systematic research (AREND et al, 1998)
In continuation of our previous research toward the improvement of new green and convenient routes for the synthesis of various compounds using homogeneous catalysts (RANJBAR-KARIMI et al, 2011; MOUSAVI et al, 2013; MOUSAVI and MAGHSOODLOU, 2014; MOUSAVI et al, 2014; MAGHSOODLOU et al, 2015; MOUSAVI et al, 2015), we report the application of maleic acid as a homogeneous catalyst under mild conditions for efficient, convenient and facile green synthesis of various β-amino carbonyl derivatives through the one-pot, three-component reaction of aldehydes, amines and acetophenone in ethanol at room temperature
The progress of the reaction was followed by thin-layer chromatography (TLC)

Summary

Introduction

Carl Mannich first recognized the enormous significance of aminoalkylation of CHacidic compounds, and he extended the chemistry into a broad based synthetic procedure through systematic research (AREND et al, 1998). The Mannich reaction is an important procedure for synthesizing of β-amino carbonyl compounds, which are significant synthetic intermediates for various pharmaceuticals and natural products (LOH et al, 2000). Multi-component reactions (MCRs) have received much attention in the field of synthetic organic chemistry as well as medicinal chemistry, because the strategies of MCR offer significant advantages over conventional synthetic procedures (MADDILA et al, 2016; AHMADI et al, 2017). The approach of MCRs delivers numbers of advantages over conventional transformations, such as shorter reaction times, higher product yields, lower costs, an easy work-up process, and environmental being ( MADDILA et al, 2016D’SOUZA and MUELLER, 2007)

Methods

Results

Conclusion