{"@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/1362825895009325440.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1002/anie.201607270"}},{"identifier":{"@type":"URI","@value":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201607270"}},{"identifier":{"@type":"URI","@value":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201607270"}},{"identifier":{"@type":"URI","@value":"https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.201607270"}}],"dc:title":[{"@value":"<i>ortho</i>‐C−H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium"}],"description":[{"type":"abstract","notation":[{"@value":"<jats:title>Abstract</jats:title><jats:p>A system consisting of catalytic amounts of [(<jats:italic>p</jats:italic>‐cym)RuCl<jats:sub>2</jats:sub>]<jats:sub>2</jats:sub>/PEt<jats:sub>3</jats:sub>⋅HBF<jats:sub>4</jats:sub>, K<jats:sub>2</jats:sub>CO<jats:sub>3</jats:sub> as the base, and NMP as the solvent efficiently mediates the <jats:italic>ortho</jats:italic>‐C−H arylation of benzoic acids with aryl bromides at 100 °C. Replacing the phosphine ligand with the amino acid <jats:sc>dl</jats:sc>‐pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative <jats:italic>ipso</jats:italic> substitutions.</jats:p>"}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1382825895009325441","@type":"Researcher","foaf:name":[{"@value":"Agostino Biafora"}],"jpcoar:affiliationName":[{"@value":"FB Chemie-Organische Chemie TU Kaiserslautern  Erwin-Schrödinger-Strasse Geb. 54 67663 Kaiserslautern Germany"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895009325312","@type":"Researcher","foaf:name":[{"@value":"Thilo Krause"}],"jpcoar:affiliationName":[{"@value":"Fakultät Chemie und Biochemie Ruhr Universität Bochum  Universitätsstrasse 150 44801 Bochum Germany"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895009325313","@type":"Researcher","foaf:name":[{"@value":"Dagmar Hackenberger"}],"jpcoar:affiliationName":[{"@value":"Fakultät Chemie und Biochemie Ruhr Universität Bochum  Universitätsstrasse 150 44801 Bochum Germany"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895009325442","@type":"Researcher","foaf:name":[{"@value":"Florian Belitz"}],"jpcoar:affiliationName":[{"@value":"FB Chemie-Organische Chemie TU Kaiserslautern  Erwin-Schrödinger-Strasse Geb. 54 67663 Kaiserslautern Germany"}]},{"@id":"https://cir.nii.ac.jp/crid/1382825895009325440","@type":"Researcher","foaf:name":[{"@value":"Lukas J. Gooßen"}],"jpcoar:affiliationName":[{"@value":"Fakultät Chemie und Biochemie Ruhr Universität Bochum  Universitätsstrasse 150 44801 Bochum Germany"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"14337851"},{"@type":"EISSN","@value":"15213773"}],"prism:publicationName":[{"@value":"Angewandte Chemie International Edition"}],"dc:publisher":[{"@value":"Wiley"}],"prism:publicationDate":"2016-10-21","prism:volume":"55","prism:number":"47","prism:startingPage":"14752","prism:endingPage":"14755"},"reviewed":"false","dc:rights":["http://onlinelibrary.wiley.com/termsAndConditions#vor"],"url":[{"@id":"https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fanie.201607270"},{"@id":"https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.201607270"},{"@id":"https://onlinelibrary.wiley.com/doi/full-xml/10.1002/anie.201607270"}],"createdAt":"2016-10-21","modifiedAt":"2023-08-30","relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050299693922879488","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Rhodium-Catalyzed C4-Selective C-H Alkenylation of 2-Pyridones by Traceless Directing Group Strategy"}]},{"@id":"https://cir.nii.ac.jp/crid/1050306506452363520","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Chiral Carboxylic Acid Enabled Achiral Rhodium(III)-Catalyzed Enantioselective C-H Functionalization"},{"@value":"Chiral Carboxylic Acid Enabled Achiral Rhodium(III)‐Catalyzed Enantioselective C−H Functionalization"}]},{"@id":"https://cir.nii.ac.jp/crid/1050869456405141376","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Catalytic Enantioselective Methylene C(sp(3))-H Amidation of 8-Alkylquinolines Using a Cp*Rh-III/Chiral Carboxylic Acid System"},{"@value":"Catalytic Enantioselective Methylene C(sp<sup>3</sup>)−H Amidation of 8‐Alkylquinolines Using a Cp*Rh<sup>III</sup>/Chiral Carboxylic Acid System"}]},{"@id":"https://cir.nii.ac.jp/crid/1360565166855553280","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Alkylative kinetic resolution of vicinal diols under phase-transfer conditions: a chiral ammonium borinate catalysis"}]},{"@id":"https://cir.nii.ac.jp/crid/1360567183102714624","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Carboxylate-Directed Addition of Aromatic C–H Bond to Aromatic Aldehydes under Ruthenium Catalysis"}]},{"@id":"https://cir.nii.ac.jp/crid/1360576118771927296","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Chiral Carboxylic Acid Assisted Enantioselective C–H Activation with Achiral Cp<sup>x</sup>M<sup>III</sup> (M = Co, Rh, Ir) Catalysts"}]},{"@id":"https://cir.nii.ac.jp/crid/2050307417131935488","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Enantioselective C-H functionalization using high-valent group 9 metal catalysts"}]},{"@id":"https://cir.nii.ac.jp/crid/2051151842058111232","@type":"Article","relationType":["isReferencedBy"],"jpcoar:relatedTitle":[{"@value":"Ruthenium(Ⅱ)-catalyzed arylation of ortho-C-H bonds in 2-aroyl-imidazoles with aryl halides"}]}],"dataSourceIdentifier":[{"@type":"CROSSREF","@value":"10.1002/anie.201607270"},{"@type":"CROSSREF","@value":"10.1002/anie.201911268_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"},{"@type":"CROSSREF","@value":"10.1246/cl.200886_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"},{"@type":"CROSSREF","@value":"10.1021/acs.orglett.1c00050_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"},{"@type":"CROSSREF","@value":"10.1039/c7sc04854h_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"},{"@type":"CROSSREF","@value":"10.1002/anie.201807610_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"},{"@type":"CROSSREF","@value":"10.1021/acscatal.1c01351_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"},{"@type":"CROSSREF","@value":"10.1246/bcsj.20220168_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"},{"@type":"CROSSREF","@value":"10.1021/acscatal.8b00680_references_DOI_7EXZYjOS9p8reGqtgHzYzAm509b"}]}