Multi-component synthesis of 3-substituted indoles and their cyclisation to α-carbolines via I2-promoted intramolecular C2 oxidative amination/aromatisation at room temperature?
Organic & Biomolecular Chemistry Pub Date: 2018-10-17 DOI: 10.1039/C8OB02362J
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.
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Journal Name:Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4