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Issue 43, 2017
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NHC-catalyzed regiodivergent syntheses of difunctionalized 3-pyrazolidinones from α-bromoenal and monosubstituted hydrazine

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Abstract

A formal [3 + 2] annulation of α-bromoenal with monosubstituted hydrazine could give 1,5 or 2,5-difunctionalized 3-pyrazolidinone regiodivergently by tuning the structure of the N-Heterocyclic Carbene (NHC) catalyst. Moderate to high yields, mild reaction conditions, good regioselectivity and potential biological significance of the final product have made this protocol attractive for the assembly of 3-pyrazolidinone.

Graphical abstract: NHC-catalyzed regiodivergent syntheses of difunctionalized 3-pyrazolidinones from α-bromoenal and monosubstituted hydrazine

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Publication details

The article was received on 16 Aug 2017, accepted on 13 Oct 2017 and first published on 13 Oct 2017


Article type: Paper
DOI: 10.1039/C7OB02041D
Citation: Org. Biomol. Chem., 2017,15, 9149-9155
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    NHC-catalyzed regiodivergent syntheses of difunctionalized 3-pyrazolidinones from α-bromoenal and monosubstituted hydrazine

    C. Yu, S. Shen, L. Jiang, J. Li, Y. Lu, T. Li and C. Yao, Org. Biomol. Chem., 2017, 15, 9149
    DOI: 10.1039/C7OB02041D

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