{"@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/1390282680254092544.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.5059/yukigoseikyokaishi.60.691"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"6214376"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/6214376"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I6214376"}},{"identifier":{"@type":"DOI","@value":"10.1002/chin.200248236"}},{"identifier":{"@type":"NAID","@value":"10012593365"}}],"dc:title":[{"@language":"en","@value":"Efficient Functionalization of Indole Ring via Regioselective Lithiations."},{"@value":"位置選択的リチオ化反応を利用したインドール環の効率的官能化"},{"@language":"ja-Kana","@value":"イチ センタクテキ リチオカ ハンノウ オ リヨウ シタ インドールカン ノ コウリツテキ カンノウカ"}],"dc:language":"ja","description":[{"type":"abstract","notation":[{"@language":"en","@value":"This article reviews the regioselective lithiations of indole derivatives. The C-2 lithiation can be readily achieved by utilizing directed lithiation promoted by a protecting (directing) group on indole nitrogen. The C-3 lithiation has been carried out mainly by halogen-lithium exchange of <I>N</I>-protected 3-bromo (or iodo) indoles. The lithiation at the benzenoid portion of indole has been performed by several unique methods, which are designed by considering the specific properties of indole ring and <I>N</I>-protecting groups. These regioselective lithiations have been nicely applied for the short-step synthesis of a number of indole-containing natural products."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1030003658407726977","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"00100892"},{"@type":"NRID","@value":"1000000100892"},{"@type":"NRID","@value":"9000018473052"},{"@type":"NRID","@value":"9000411812093"},{"@type":"NRID","@value":"9000411783866"},{"@type":"NRID","@value":"9000411804834"},{"@type":"NRID","@value":"9000411789006"},{"@type":"NRID","@value":"9000411783676"},{"@type":"NRID","@value":"9000252801043"},{"@type":"NRID","@value":"9000411814698"},{"@type":"NRID","@value":"9000411799035"},{"@type":"NRID","@value":"9000411776304"},{"@type":"NRID","@value":"9000020976200"},{"@type":"NRID","@value":"9000411799294"},{"@type":"NRID","@value":"9000254230402"},{"@type":"NRID","@value":"9000005183856"},{"@type":"NRID","@value":"9000021864610"},{"@type":"NRID","@value":"9000411814694"},{"@type":"NRID","@value":"9000254230137"},{"@type":"NRID","@value":"9000411789598"},{"@type":"NRID","@value":"9000003145689"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/read0172690"}],"foaf:name":[{"@language":"en","@value":"Iwao Masatomo"},{"@language":"ja","@value":"岩尾 正倫"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Applied Chemistry, Faculty of Engineering, Nagasaki University"},{"@language":"ja","@value":"長崎大学工学部応用化学科"}]},{"@id":"https://cir.nii.ac.jp/crid/1420001326235872768","@type":"Researcher","personIdentifier":[{"@type":"KAKEN_RESEARCHERS","@value":"80295097"},{"@type":"NRID","@value":"1000080295097"},{"@type":"NRID","@value":"9000019058692"},{"@type":"NRID","@value":"9000412253819"},{"@type":"NRID","@value":"9000411774821"},{"@type":"NRID","@value":"9000411802043"},{"@type":"NRID","@value":"9000242166537"},{"@type":"NRID","@value":"9000003746508"},{"@type":"NRID","@value":"9000411812091"},{"@type":"NRID","@value":"9000256735613"},{"@type":"NRID","@value":"9000411783865"},{"@type":"NRID","@value":"9000411804833"},{"@type":"NRID","@value":"9000411789004"},{"@type":"NRID","@value":"9000411809399"},{"@type":"NRID","@value":"9000256172276"},{"@type":"NRID","@value":"9000411783674"},{"@type":"NRID","@value":"9000411783940"},{"@type":"NRID","@value":"9000253622398"},{"@type":"NRID","@value":"9000253610978"},{"@type":"NRID","@value":"9000411814695"},{"@type":"NRID","@value":"9000411799033"},{"@type":"NRID","@value":"9000411776302"},{"@type":"NRID","@value":"9000256555365"},{"@type":"NRID","@value":"9000253609234"},{"@type":"NRID","@value":"9000409505187"},{"@type":"NRID","@value":"9000411821030"},{"@type":"NRID","@value":"9000411814692"},{"@type":"NRID","@value":"9000411816586"},{"@type":"NRID","@value":"9000356640801"},{"@type":"NRID","@value":"9000411789596"},{"@type":"NRID","@value":"9000010714496"},{"@type":"NRID","@value":"9000411816595"},{"@type":"NRID","@value":"9000411816520"},{"@type":"RESEARCHMAP","@value":"https://researchmap.jp/t-fukuda"}],"foaf:name":[{"@language":"en","@value":"Fukuda Tsutomu"},{"@language":"ja","@value":"福田 勉"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Department of Applied Chemistry, Faculty of Engineering, Nagasaki University"},{"@language":"ja","@value":"長崎大学工学部応用化学科"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00379980"},{"@type":"EISSN","@value":"18836526"},{"@type":"NDL_BIB_ID","@value":"000000023528"},{"@type":"ISSN","@value":"00379980"},{"@type":"LISSN","@value":"00379980"},{"@type":"PISSN","@value":"09317597"},{"@type":"EISSN","@value":"15222667"},{"@type":"NCID","@value":"AN0024521X"}],"prism:publicationName":[{"@language":"en","@value":"Journal of Synthetic Organic Chemistry, Japan"},{"@language":"ja","@value":"有機合成化学協会誌"},{"@language":"en","@value":"J. 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Chem., Jpn."}],"dc:publisher":[{"@language":"en","@value":"The Society of Synthetic Organic Chemistry, Japan"},{"@language":"ja","@value":"公益社団法人 有機合成化学協会"}],"prism:publicationDate":"2002","prism:volume":"60","prism:number":"7","prism:startingPage":"691","prism:endingPage":"700"},"reviewed":"false","dcterms:accessRights":"http://purl.org/coar/access_right/c_abf2","url":[{"@id":"http://id.ndl.go.jp/bib/6214376"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I6214376"}],"availableAt":"2002","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=indole","dc:title":"indole"},{"@id":"https://cir.nii.ac.jp/all?q=regioselective%20functionalization","dc:title":"regioselective functionalization"},{"@id":"https://cir.nii.ac.jp/all?q=directed%20lithiation","dc:title":"directed lithiation"},{"@id":"https://cir.nii.ac.jp/all?q=halogen-lithium%20exchange","dc:title":"halogen-lithium exchange"},{"@id":"https://cir.nii.ac.jp/all?q=natural%20products%20synthesis","dc:title":"natural products 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