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

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

Free PMC article

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

Giovanna Bosica et al. Molecules. .
Free PMC article


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.


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

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    1. Perlmutter P. Conjugate addition reactions in organic synthesis. Tetrahedron. 1992;9:114–136.
    1. Rulev A.Y. Aza-Michael reaction: Achievements and prospects. Russ. Chem. Rev. 2011;80:197–218. doi: 10.1070/RC2011v080n03ABEH004162. - DOI
    1. Mather B.D., Viswanathan K., Miller K.M., Long T.E. Michael addition reactions in macromolecular design for emerging technologies. Prog. Polym. Sci. 2006;31:487–531. doi: 10.1016/j.progpolymsci.2006.03.001. - DOI
    1. Cardillo G., Tomasini C. Asymmetric synthesis of beta-amino acids and alpha-substituted beta-amino acids. Chem. Soc. Rev. 1996;25:117–128. doi: 10.1039/CS9962500117. - DOI
    1. Hradil P., Hlavac J., Soural M., Hajduch M., Kolar M., Vecerova R. 3-Hydroxy-2-phenyl-4(1H)-quinolinones as promising biologically active compounds. Mini Rev. Med. Chem. 2009;9:696–702. doi: 10.2174/138955709788452720. - DOI - PubMed