4.8 Article

Visible-light-promoted intramolecular C-H amination in aqueous solution: synthesis of carbazoles

Journal

GREEN CHEMISTRY
Volume 20, Issue 6, Pages 1362-1366

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c7gc03392c

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Funding

  1. Fundamental Research Funds for the Central Universities [020514380114]
  2. National Natural Science Foundation of China [21332005, 21472085]

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An effective and operationally simple protocol is reported for the synthesis of versatile carbazoles. With water as a co-solvent, visible-light rather than various metals is used to facilitate the conversion of readily available 2-azidobiphenyls under mild conditions. Various functionalized bioactive natural alkaloids, such as glycoborine, clausine C, clausine L, clausine H and clauszoline K, were synthesized efficiently with nitrogen as a sole byproduct. The reaction could be performed in water, acidic or alkaline buffer solutions, showing its potential for applications in biochemistry.

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