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Issue 42, 2018
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Multi-component synthesis of 3-substituted indoles and their cyclisation to α-carbolines via I2-promoted intramolecular C2 oxidative amination/aromatisation at room temperature

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Abstract

Condensation of indoles, aldehydes and pyrazol-5-amine in the presence of ceric ammonium nitrate gives 3-substituted indoles. These then cyclise to α-carbolines at room temperature through I2-promoted intramolecular C2 amination and aromatisation in open air. A plausible mechanism is proposed based on some controlled experiments.

Graphical abstract: Multi-component synthesis of 3-substituted indoles and their cyclisation to α-carbolines via I2-promoted intramolecular C2 oxidative amination/aromatisation at room temperature

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Publication details

The article was received on 22 Sep 2018, accepted on 09 Oct 2018 and first published on 17 Oct 2018


Article type: Communication
DOI: 10.1039/C8OB02362J
Citation: Org. Biomol. Chem., 2018,16, 7806-7810
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    Multi-component synthesis of 3-substituted indoles and their cyclisation to α-carbolines via I2-promoted intramolecular C2 oxidative amination/aromatisation at room temperature

    B. Deka, P. K. Baruah and M. L. Deb, Org. Biomol. Chem., 2018, 16, 7806
    DOI: 10.1039/C8OB02362J

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