aza-Michael Addition of Primary Amines by Lipases and Microwave Irradiation: A Green Protocol for the Synthesis of Propanenitrile Derivatives
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.
Keywords: Acrylonitrile, amines, biocatalysis, Candida antarctica, catalysts, lipases, michael addition, microwave irradiation,
nitriles, orbital shaker, solvent, water.
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.
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