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

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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
Organic & Biomolecular Chemistry ( IF 2.9 ) Pub Date : 2018-10-17 , DOI: 10.1039/c8ob02362j
Bhaskar Deka _{1,

2,

3,

4,

5} , Pranjal K. Baruah _{1,

2,

3,

4,

5} , Mohit L. Deb _{1,

2,

3,

4,

5}

Affiliation

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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