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

[ Vol. 1 , Issue. 2 ]

Author(s):

Yara Jaqueline Kerber Araujo and Andre Luiz Meleiro Porto   Pages 87 - 93 ( 7 )

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.

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.

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