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. 2016 Jun 22;21(6):815.
doi: 10.3390/molecules21060815.

Aza-Michael Mono-addition Using Acidic Alumina Under Solventless Conditions

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Free PMC article

Aza-Michael Mono-addition Using Acidic Alumina Under Solventless Conditions

Giovanna Bosica et al. Molecules. .
Free PMC article

Abstract

Aza-Michael reactions between primary aliphatic and aromatic amines and various Michael acceptors have been performed under environmentally-friendly solventless conditions using acidic alumina as a heterogeneous catalyst to selectively obtain the corresponding mono-adducts in high yields. Ethyl acrylate was the main acceptor used, although others such as acrylonitrile, methyl acrylate and acrylamide were also utilized successfully. Bi-functional amines also gave the mono-adducts in good to excellent yields. Such compounds can serve as intermediates for the synthesis of anti-cancer and antibiotic drugs.

Keywords: Aza-Michael reactions; acidic alumina; mono-addition; primary amines; solvent-free.

Conflict of interest statement

The authors declare no conflict of interest.

Figures

Scheme 1
Scheme 1
Aza-Michael mono- and bis-addition.

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