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Issue 7, 2017
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Synthesis of spiropyrazoline oxindoles by a formal [4 + 1] annulation reaction between 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes

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Abstract

A formal [4 + 1] annulation reaction of 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes in the presence of Cs2CO3 as the base has been developed for the first time. This protocol provides an efficient and mild approach for the synthesis of various biologically interesting spiropyrazoline oxindoles in generally high yields. A one-pot, three-component variant also worked smoothly to give the desired products in comparable yields.

Graphical abstract: Synthesis of spiropyrazoline oxindoles by a formal [4 + 1] annulation reaction between 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes

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Publication details

The article was received on 28 Feb 2017, accepted on 25 Mar 2017 and first published on 28 Mar 2017


Article type: Research Article
DOI: 10.1039/C7QO00163K
Citation: Org. Chem. Front., 2017,4, 1289-1293
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    Synthesis of spiropyrazoline oxindoles by a formal [4 + 1] annulation reaction between 3-bromooxindoles and in situ-derived 1,2-diaza-1,3-dienes

    D. Chen, W. Xiao and J. Chen, Org. Chem. Front., 2017, 4, 1289
    DOI: 10.1039/C7QO00163K

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