aza-Michael Addition of Primary Amines by Lipases and Microwave Irradiation: A Green Protocol for the Synthesis of Propanenitrile Derivatives

ISSN: 2213-3364 (Online)
ISSN: 2213-3356 (Print)


Volume 1, 2 Issues, 2014






Current Microwave Chemistry

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Editor-in-Chief:
Bimal K. Banik
Department of Chemistry
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The University of Texas-Pan American
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aza-Michael Addition of Primary Amines by Lipases and Microwave Irradiation: A Green Protocol for the Synthesis of Propanenitrile Derivatives

Author(s): Yara Jaqueline Kerber Araujo and Andre Luiz Meleiro Porto

Affiliation: Laboratorio de Química Organica e Biocatalise, Instituto de Química de Sao Carlos, Universidade de Sao Paulo, Av. Joao Dagnone, nº 1100, Ed. Química Ambiental, J. Santa Angelina, 13563-120, Sao Carlos, SP, Brazil.

Abstract

In this study aza-Michael addition reactions were used as a Green chemistry protocol to synthesize propanenitrile derivatives. The reactions were performed in both presence and absence of lipases, under orbital shaking and microwave irradiation, using water as a protic solvent and hexane as an aprotic solvent. aza-Michael adducts were synthesized with acceptable yields, under microwave irradiation and water as solvent in the presence of lipase from Candida antarctica in a very short period of time (30 s). The study shows that lipases can be used as a microwave reactor to significantly reduce the reaction time so that yields similar to those of orbital shaking can be obtained.




Keywords: Acrylonitrile, amines, biocatalysis, Candida antarctica, catalysts, lipases, michael addition, microwave irradiation, nitriles, orbital shaker, solvent, water.

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Article Details

Volume: 1
Issue Number: 2
First Page: 87
Last Page: 93
Page Count: 7
DOI: 10.2174/2213335601666140610201546
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