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Issue 40, 2019
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A convenient approach for the preparation of imidazo[1,2-a]-fused bicyclic frameworks via IBX/NIS promoted oxidative annulation

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Abstract

An IBX/NIS-induced intramolecular oxidative annulation of Mannich-type substrates is reported. This metal-free approach involving iodination, NH-oxidation, intramolecular C–N bond formation, and retro-Claisen–Schmidt sequence provides the construction of imidazo[1,2-a]pyridine, imidazo[1,2-a]pyrimidine as well as imidazo[1,2-a]pyrazine frameworks with yields up to 93%. In addition, a sequential one-pot process is also presented.

Graphical abstract: A convenient approach for the preparation of imidazo[1,2-a]-fused bicyclic frameworks via IBX/NIS promoted oxidative annulation

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Publication details

The article was received on 02 Aug 2019, accepted on 21 Sep 2019 and first published on 27 Sep 2019


Article type: Paper
DOI: 10.1039/C9OB01708A
Org. Biomol. Chem., 2019,17, 9001-9007

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    A convenient approach for the preparation of imidazo[1,2-a]-fused bicyclic frameworks via IBX/NIS promoted oxidative annulation

    Z. Makra, L. G. Puskás and I. Kanizsai, Org. Biomol. Chem., 2019, 17, 9001
    DOI: 10.1039/C9OB01708A

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