Efficient Synthesis of β-Lactam-Containing α-Aminophosphonates Using Fumaric Acid as Mild Catalyst

Vangala, Vijaya Bhaskar; Pati, Hari

doi:10.22034/chemm.2018.66128

Document Type : Original Article

Authors

Department of Chemistry, Eurofins Advinus Ltd., 21 & 22, Phase II, Peenya Industrial Area, Bengaluru-560058, Karnataka, India

https://doi.org/10.22034/chemm.2018.66128

Abstract

A short and efficient protocol for the synthesis of novel α-aminophosphonate esters containing β-lactam moiety is described. Inexpensive and mild catalyst such as fumaric acid was used for the synthesis of α-aminophosphonate esters by reacting N-(4-methoxyphenyl)-2-(substituted) propiolactam-3-carbaldehyde with amine and triethylphosphite in acetonitrile at reflux. α-aminophosphonate esters containing β-lactam hybrids were obtained in good yield and purity.

A short and efficient protocol for the synthesis of novel α-aminophosphonate esters containing β-lactam moiety is described. Inexpensive and mild catalyst such as fumaric acid was used for the synthesis of α-aminophosphonate esters by reacting N-(4-methoxyphenyl)-2-(substituted) propiolactam-3-carbaldehyde with amine and triethylphosphite in acetonitrile at reflux. α-aminophosphonate esters containing β-lactam hybrids were obtained in good yield and purity.

Graphical Abstract

Highlights

A novel approach towards the synthesis of β-lactam-containing α-aminophosphonates
Mild reaction conditions
A mild catalyst Fumaric acid employed in the synthesis
A practical alternative for the synthesis of compounds containing acid and base sensitive functionalities

Keywords

Main Subjects

Organic Chemistry

References

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Chemical Methodologies

Efficient Synthesis of β-Lactam-Containing α-Aminophosphonates Using Fumaric Acid as Mild Catalyst

References

References

Volume 2, Issue 4 - Serial Number 4
October 2018
Pages 333-340

Efficient Synthesis of β-Lactam-Containing α-Aminophosphonates Using Fumaric Acid as Mild Catalyst

References

References

Volume 2, Issue 4 - Serial Number 4October 2018Pages 333-340

Volume 2, Issue 4 - Serial Number 4
October 2018
Pages 333-340