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Synthesis of imidazopyridine-fused indoles via one-pot sequential Knoevenagel condensation and cross dehydrogenative coupling

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Abstract

A simple and efficient strategy for the synthesis of imidazopyridine-fused indoles has been developed that involves one-pot sequential Knoevenagel condensation of readily available active methylene azoles with N-substituted-1H-indole-3-carboxaldehydes or N-substituted-1H-indole-2-carboxaldehydes followed by palladium-catalyzed intramolecular cross dehydrogenative coupling reaction. A series of 36 derivatives was prepared by using this strategy. The products were obtained in moderate to excellent (32–94%) yields and showed broad substrate scope with tolerance of various functional groups and was amiable for gram scale preparation without problems.

Graphical abstract: Synthesis of imidazopyridine-fused indoles via one-pot sequential Knoevenagel condensation and cross dehydrogenative coupling

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Publication details

The article was received on 20 Jun 2018, accepted on 03 Aug 2018 and first published on 03 Aug 2018


Article type: Paper
DOI: 10.1039/C8OB01449C
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Synthesis of imidazopyridine-fused indoles via one-pot sequential Knoevenagel condensation and cross dehydrogenative coupling

    V. N. Shinde, S. Dhiman, R. Krishnan, D. Kumar and A. Kumar, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01449C

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