Analysis by GC-MS of an Aza-Michael Reaction Catalyzed by CALB on an Orbital Shaker and under Microwave Irradiation

α
Andr L. M. Porto
Andr L. M. Porto
σ
Sandra S. Ribeiro
Sandra S. Ribeiro
ρ
Marciana P. Uliana
Marciana P. Uliana
Ѡ
Timothy J. Brocksom
Timothy J. Brocksom
α Universidade de São Paulo Universidade de São Paulo

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Analysis by GC-MS of an Aza-Michael Reaction Catalyzed by CALB on an Orbital Shaker and under Microwave Irradiation

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Analysis by GC-MS of an Aza-Michael Reaction Catalyzed by CALB on an Orbital Shaker and under Microwave Irradiation Banner

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Abstract

In this study, aza-Michael reactions between 1-phenylmethanamine and α,β-unsaturated cyclohexenones were investigated, using lipase from Candida antarctica. The reactions were performed in various organic solvents (CH 2 Cl 2 , hexane, MeOH, toluene, THF) under mild conditions, with orbital shaking and microwave irradiation. The reactions showed good results in the presence of CALB, yielding the Michael adducts and imines. The reaction products were analyzed by GC-MS and in some cases it was found that the reverse aza-Michael reaction had occurred.

References

29 Cites in Article
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Funding

No external funding was declared for this work.

Conflict of Interest

The authors declare no conflict of interest.

Ethical Approval

No ethics committee approval was required for this article type.

Data Availability

Not applicable for this article.

How to Cite This Article

Andr L. M. Porto. 2014. \u201cAnalysis by GC-MS of an Aza-Michael Reaction Catalyzed by CALB on an Orbital Shaker and under Microwave Irradiation\u201d. Global Journal of Science Frontier Research - B: Chemistry GJSFR-B Volume 14 (GJSFR Volume 14 Issue B1): .

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Journal Specifications

Crossref Journal DOI 10.17406/GJSFR

Print ISSN 0975-5896

e-ISSN 2249-4626

Version of record

v1.2

Issue date

March 7, 2014

Language
en
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Published Article

In this study, aza-Michael reactions between 1-phenylmethanamine and α,β-unsaturated cyclohexenones were investigated, using lipase from Candida antarctica. The reactions were performed in various organic solvents (CH 2 Cl 2 , hexane, MeOH, toluene, THF) under mild conditions, with orbital shaking and microwave irradiation. The reactions showed good results in the presence of CALB, yielding the Michael adducts and imines. The reaction products were analyzed by GC-MS and in some cases it was found that the reverse aza-Michael reaction had occurred.

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Analysis by GC-MS of an Aza-Michael Reaction Catalyzed by CALB on an Orbital Shaker and under Microwave Irradiation

Sandra S. Ribeiro
Sandra S. Ribeiro
Marciana P. Uliana
Marciana P. Uliana
Timothy J. Brocksom
Timothy J. Brocksom
Andr L. M. Porto
Andr L. M. Porto Universidade de São Paulo

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