{"@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/1361131416645335936.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1016/j.chempr.2020.02.004"}},{"identifier":{"@type":"URI","@value":"https://api.elsevier.com/content/article/PII:S2451929420300723?httpAccept=text/xml"}},{"identifier":{"@type":"URI","@value":"https://api.elsevier.com/content/article/PII:S2451929420300723?httpAccept=text/plain"}}],"resourceType":"学術雑誌論文(journal article)","dc:title":[{"@value":"Selective Transformation of Strychnine and 1,2-Disubstituted Benzenes by C–H Borylation"}],"description":[{"notation":[{"@value":"Summary   C–H functionalizations of complex molecules such as natural products, pharmaceuticals, and π-conjugated systems are at the heart of constructing and modifying organic molecules, whereby the selectivity and predictability are of the utmost importance. Herein, we report the highly C3-selective C–H borylation of strychnine along with olefin isomerization, catalyzed by an iridium complex with a diphosphine ligand. This method enabled us to rapidly produce 15 strychnine derivatives by using the corresponding C3-borylated and isomerized analog as the common synthetic intermediate. The present catalyst system was also generally effective for the C–H functionalization of unsymmetric 1,2-disubstituted benzene derivatives, including fused π-systems (xanthenes, fluorenes, naphthalenes, and anthracenes) and pharmaceuticals (Nifedipine), in which the C–H positions furthest away from the bulky groups were borylated with high selectivity."}]}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1381131416645335938","@type":"Researcher","foaf:name":[{"@value":"Yutaro Saito"}]},{"@id":"https://cir.nii.ac.jp/crid/1381131416645335936","@type":"Researcher","foaf:name":[{"@value":"Kotono Yamanoue"}]},{"@id":"https://cir.nii.ac.jp/crid/1420845751142033280","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"60570794"},{"@type":"NRID","@value":"1000060570794"},{"@type":"NRID","@value":"9000243742437"},{"@type":"NRID","@value":"9000258600076"},{"@type":"NRID","@value":"9000392826297"},{"@type":"NRID","@value":"9000016431511"},{"@type":"NRID","@value":"9000347545877"},{"@type":"NRID","@value":"9000399261258"},{"@type":"NRID","@value":"9000398831915"},{"@type":"NRID","@value":"9000018651221"},{"@type":"NRID","@value":"9000359946439"},{"@type":"NRID","@value":"9000366128487"},{"@type":"NRID","@value":"9000257729552"},{"@type":"NRID","@value":"9000002107361"},{"@type":"NRID","@value":"9000392826292"},{"@type":"NRID","@value":"9000399261263"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/yasutomosegawa"}],"foaf:name":[{"@value":"Yasutomo Segawa"}]},{"@id":"https://cir.nii.ac.jp/crid/1381131416645335939","@type":"Researcher","foaf:name":[{"@value":"Kenichiro Itami"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"24519294"}],"prism:publicationName":[{"@value":"Chem"}],"dc:publisher":[{"@value":"Elsevier BV"}],"prism:publicationDate":"2020-04","prism:volume":"6","prism:number":"4","prism:startingPage":"985","prism:endingPage":"993"},"reviewed":"false","dc:rights":["https://www.elsevier.com/tdm/userlicense/1.0/","https://www.elsevier.com/legal/tdmrep-license","http://www.elsevier.com/open-access/userlicense/1.0/"],"url":[{"@id":"https://api.elsevier.com/content/article/PII:S2451929420300723?httpAccept=text/xml"},{"@id":"https://api.elsevier.com/content/article/PII:S2451929420300723?httpAccept=text/plain"}],"createdAt":"2020-03-09","modifiedAt":"2025-11-07","project":[{"@id":"https://cir.nii.ac.jp/crid/1040000782014354688","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"19H02701"},{"@type":"JGN","@value":"JP19H02701"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-19H02701/"}],"notation":[{"@language":"ja","@value":"トポロジカルπ共役化学の開拓"},{"@language":"en","@value":"Criation of topological pi-conjugation system"}]},{"@id":"https://cir.nii.ac.jp/crid/1040003825673218816","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"19H05463"},{"@type":"JGN","@value":"JP19H05463"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-19H05463/"}],"notation":[{"@language":"ja","@value":"未踏分子ナノカーボンの創製"},{"@language":"en","@value":"Creation of unexplored molecular nanocarbons"}]},{"@id":"https://cir.nii.ac.jp/crid/1040285300659818240","@type":"Project","projectIdentifier":[{"@type":"KAKEN","@value":"19K22183"},{"@type":"JGN","@value":"JP19K22183"},{"@type":"URI","@value":"https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-19K22183/"}],"notation":[{"@language":"ja","@value":"新たな機械的結合の提唱と展開"},{"@language":"en","@value":"Proposal and development of novel mechanical bonds"}]}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1050306506459156608","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@language":"en","@value":"Palladium-Catalyzed Cross-Coupling Reactions of Organoboron Compounds"},{"@value":"ChemInform Abstract: Palladium‐Catalyzed Cross‐Coupling Reactions of Organoboron Compounds"},{"@value":"Palladium-catalyzed cross-coupling reaction of organoboron compounds"},{"@value":"Palladium‐catalyzed cross‐coupling reactions of organoboron compound"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002214423794944","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"CH Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals"}]},{"@id":"https://cir.nii.ac.jp/crid/1360002216615321216","@type":"Article","resourceType":"学術雑誌論文(journal article)","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Flexible Reaction Pocket on Bulky Diphosphine–Ir Complex Controls Regioselectivity in <i>para</i>-Selective C–H Borylation of Arenes"}]},{"@id":"https://cir.nii.ac.jp/crid/1360011144063258240","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Reaction of 2,8-Bis(<i>o</i>-hydroxyaryl)quinolines with Group 4 Metal Alkyls Resulting in Three Distinct Coordination Modes of the Tridentate Ligand. 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