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A synthetic route towards 3,4-disubstituted pyrrolidin-2-ones via a Michael addition and reductive ring closing strategy

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Abstract

Pyrrolidin-2-one derivatives were synthesized via DABCO mediated Michael addition of isoxazol-5(4H)-ones with nitroalkenes, followed by one pot reduction of the nitro group and ring cleavage with cyclization. 2-Pyrrolidinone scaffolds with a wide range of substituents were synthesized with good yield and diastereoselectivity by using this protocol.

Graphical abstract: A synthetic route towards 3,4-disubstituted pyrrolidin-2-ones via a Michael addition and reductive ring closing strategy

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Publication details

The article was received on 23 Dec 2016, accepted on 29 Mar 2017 and first published on 30 Mar 2017


Article type: Paper
DOI: 10.1039/C6NJ04051A
Citation: New J. Chem., 2017, Advance Article
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    A synthetic route towards 3,4-disubstituted pyrrolidin-2-ones via a Michael addition and reductive ring closing strategy

    M. Dawange, N. Parekh, A. Kumbhar, W. Dehaen and R. Kusurkar, New J. Chem., 2017, Advance Article , DOI: 10.1039/C6NJ04051A

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