Iodine-mediated regioselective C2-amination of indoles and a concise total synthesis of (±)-folicanthine.

Chem Commun (Camb)

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000, China.

Published: February 2012

Highly substituted 2-aminated indoles can be prepared in moderate to excellent yields by regioselective C2-amination of indoles promoted by iodine. As a key step in a concise synthesis of (±)-folicanthine, its core structure was easily obtained by one step cyclization-dimerization of substituted tryptophan in high yield on a gram scale.

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http://dx.doi.org/10.1039/c2cc16637bDOI Listing

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Highly substituted 2-aminated indoles can be prepared in moderate to excellent yields by regioselective C2-amination of indoles promoted by iodine. As a key step in a concise synthesis of (±)-folicanthine, its core structure was easily obtained by one step cyclization-dimerization of substituted tryptophan in high yield on a gram scale.

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