書誌事項
- 公開日
- 2019-10-18
- 権利情報
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- https://creativecommons.org/licenses/by/4.0
- https://creativecommons.org/licenses/by/4.0
- DOI
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- 10.1038/s41467-019-12768-4
- 公開者
- Springer Science and Business Media LLC
説明
<jats:title>Abstract</jats:title><jats:p>Oxidation of indoles is a fundamental organic transformation to deliver a variety of synthetically and pharmaceutically valuable nitrogen-containing compounds. Prior methods require the use of either organic oxidants (<jats:italic>meta</jats:italic>-chloroperoxybenzoic acid, N-bromosuccinimide,<jats:italic>t</jats:italic>-BuOCl) or stoichiometric toxic transition metals [Pb(OAc)<jats:sub>4</jats:sub>, OsO<jats:sub>4</jats:sub>, CrO<jats:sub>3</jats:sub>], which produced oxidant-derived by-products that are harmful to human health, pollute the environment and entail immediate purification. A general catalysis protocol using safer oxidants (H<jats:sub>2</jats:sub>O<jats:sub>2</jats:sub>, oxone, O<jats:sub>2</jats:sub>) is highly desirable. Herein, we report a unified, efficient halide catalysis for three oxidation reactions of indoles using oxone as the terminal oxidant, namely oxidative rearrangement of tetrahydro-β-carbolines, indole oxidation to 2-oxindoles, and Witkop oxidation. This halide catalysis protocol represents a general, green oxidation method and is expected to be used widely due to several advantageous aspects including waste prevention, less hazardous chemical synthesis, and sustainable halide catalysis.</jats:p>
収録刊行物
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- Nature Communications
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Nature Communications 10 (1), 4754-, 2019-10-18
Springer Science and Business Media LLC
