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dc.contributor.authorTsukano, Chihiro
dc.contributor.alternative塚野, 千尋
dc.date.accessioned2019-01-08T05:46:46Z-
dc.date.available2019-01-08T05:46:46Z-
dc.date.issued2017-05-01
dc.identifier.issn1347-5223
dc.identifier.urihttp://hdl.handle.net/2433/235958-
dc.description.abstractC-H functionalization reactions involve the activation of otherwise unreactive C-H bonds, and represent atom economical methods for the direct transformation of simple substrates to complex molecules. While transition metal-catalyzed C(sp²)-H functionalization reactions are regularly used in synthesis, C(sp³)-H functionalization is rarely applied to the synthesis of complex natural products because of the difficulties associated with controlling selectivity. With this in mind, we focused on the development of new palladium (Pd)(0)-catalyzed C(sp³)-H functionalization reactions for the synthesis of complex molecules, resulting in several new methods capable of solving these problems. We initially developed a concise synthetic method for the facile construction of oxindoles and spirooxindoles via a Pd-catalyzed benzylic C(sp³)-H functionalization reaction. This method was subsequently extended to the synthesis of various heterocycles, including 2-arylindoles, benzocarbazole, indolocarbazole, indoloquinazolinone, and indoloquinazolinedione, as well as the total synthesis of several pyrrolophenanthridine alkaloids without the need for any protecting groups. This method was also successfully applied to the synthesis of the right-hand fragment of benzohopane from tetrahydro-2H-fluorene, which was constructed by a Pd-catalyzed benzylic C(sp³)-H functionalization. In this review, we provide a detailed discussion of our most recent investigations pertaining to Pd(0)-catalyzed benzylic C(sp³)-H functionalization.
dc.format.mimetypeapplication/pdf
dc.language.isoeng
dc.publisherPharmaceutical Society of Japan
dc.rights許諾条件に基づいて掲載しています。
dc.subjectC–H functionalization
dc.subjectpalladium (Pd)
dc.subjectoxindole
dc.subjectheterocycle
dc.subjecttotal synthesis
dc.titlePalladium(0)-catalyzed benzylic C(sp³)-H functionalization for the concise synthesis of heterocycles and its applications
dc.type.niitypeJournal Article
dc.identifier.ncidAA00602100
dc.identifier.jtitleChemical and Pharmaceutical Bulletin
dc.identifier.volume65
dc.identifier.issue5
dc.identifier.spage409
dc.identifier.epage425
dc.relation.doi10.1248/cpb.c16-00969
dc.textversionpublisher
dc.addressGraduate School of Pharmaceutical Sciences, Kyoto University
dc.identifier.pmid28458363
dc.relation.NAIDhttps://ci.nii.ac.jp/naid/130005631510
出現コレクション:学術雑誌掲載論文等

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