{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1363670319628241792.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1038/s41467-019-12768-4"}},{"identifier":{"@type":"URI","@value":"https://www.nature.com/articles/s41467-019-12768-4.pdf"}},{"identifier":{"@type":"URI","@value":"https://www.nature.com/articles/s41467-019-12768-4"}}],"dc:title":[{"@value":"Green oxidation of indoles using halide catalysis"}],"description":[{"type":"abstract","notation":[{"@value":"<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>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1383670319628241795","@type":"Researcher","foaf:name":[{"@value":"Jun Xu"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670319628241793","@type":"Researcher","foaf:name":[{"@value":"Lixin Liang"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670319628241794","@type":"Researcher","foaf:name":[{"@value":"Haohao Zheng"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670319628241796","@type":"Researcher","foaf:name":[{"@value":"Yonggui Robin Chi"}]},{"@id":"https://cir.nii.ac.jp/crid/1383670319628241792","@type":"Researcher","foaf:name":[{"@value":"Rongbiao Tong"}]}],"publication":{"publicationIdentifier":[{"@type":"EISSN","@value":"20411723"}],"prism:publicationName":[{"@value":"Nature Communications"}],"dc:publisher":[{"@value":"Springer Science and Business Media LLC"}],"prism:publicationDate":"2019-10-18","prism:volume":"10","prism:number":"1","prism:startingPage":"4754"},"reviewed":"false","dc:rights":["https://creativecommons.org/licenses/by/4.0","https://creativecommons.org/licenses/by/4.0"],"url":[{"@id":"https://www.nature.com/articles/s41467-019-12768-4.pdf"},{"@id":"https://www.nature.com/articles/s41467-019-12768-4"}],"createdAt":"2019-10-18","modifiedAt":"2023-09-21","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050014481143312384","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Intramolecular Ynamide–Benzyne (3+2) Cycloadditions"}]},{"@id":"https://cir.nii.ac.jp/crid/1050573243220037632","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Oxidative Ritter‐type Chloroamidation of Alkenes Using NaCl and Oxone"}]},{"@id":"https://cir.nii.ac.jp/crid/1050852814761426048","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Hypoiodite-Catalyzed Chemoselective Tandem Oxidation of Homotryptamines to Peroxy- and Epoxytetrahydropyridoindolenines"}]},{"@id":"https://cir.nii.ac.jp/crid/1050862643876280960","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Sulfur-Directed C7-Selective Alkenylation of Indoles under Rhodium Catalysis"},{"@value":"Sulfur-Directed C<sub>7</sub>-Selective Alkenylation of Indoles under Rhodium Catalysis"}]},{"@id":"https://cir.nii.ac.jp/crid/1050862643876772864","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Green Oxidation of Indoles Using Molecular Oxygen over a Copper Nitride Nanocube Catalyst"}]},{"@id":"https://cir.nii.ac.jp/crid/1360016863415314176","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"A Facile Access to Spirooxindoles by Halogen-mediated Electrochemical Semi-pinacol Rearrangement"}]},{"@id":"https://cir.nii.ac.jp/crid/1360290617777470592","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Practical Stereoselective Synthesis of C3‐Spirooxindole‐ and C2‐Spiropseudoindoxyl‐Pyrrolidines <i>via</i> Organocatalyzed Pictet‐Spengler Reaction/Oxidative Rearrangement Sequence"}]},{"@id":"https://cir.nii.ac.jp/crid/1360306906100763520","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Electrochemical oxidative dearomatization of electron-deficient phenols using Br<sup>+</sup>/Br<sup>−</sup> 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