Issue 9, 2017

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

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

Supplementary files

Article information

Article type
Paper
Submitted
23 Dec 2016
Accepted
29 Mar 2017
First published
30 Mar 2017

New J. Chem., 2017,41, 3612-3618

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, 41, 3612 DOI: 10.1039/C6NJ04051A

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