An unprecedented synthesis of novel 3-azido indoles has been developed using I2 and NaN3 in high yields and excellent regioselectivity. The reaction proceeds under metal-free conditions at room temperature. Essentially, an umpolung in reactivity at the C-3 position of indole has been achieved by the activation of indoles with I2.
P. K. Prasad, R. G. Kalshetti, R. N. Reddi, S. P. Kamble and A. Sudalai, Org. Biomol. Chem., 2016, 14, 3027 DOI: 10.1039/C6OB00295A
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