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DCフィールド | 値 | 言語 |
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dc.contributor.author | Yamaguchi, Ayuta | en |
dc.contributor.author | Inuki, Shinsuke | en |
dc.contributor.author | Tokimizu, Yusuke | en |
dc.contributor.author | Oishi, Shinya | en |
dc.contributor.author | Ohno, Hiroaki | en |
dc.contributor.alternative | 山口, 亞由太 | ja |
dc.contributor.alternative | 井貫, 晋輔 | ja |
dc.contributor.alternative | 大石, 真也 | ja |
dc.contributor.alternative | 大野, 浩章 | ja |
dc.date.accessioned | 2020-03-27T01:46:53Z | - |
dc.date.available | 2020-03-27T01:46:53Z | - |
dc.date.issued | 2020-02-21 | - |
dc.identifier.issn | 0022-3263 | - |
dc.identifier.issn | 1520-6904 | - |
dc.identifier.uri | http://hdl.handle.net/2433/246557 | - |
dc.description.abstract | Heterocycle-fused indoles or indolines are distributed widely in a variety of natural products, bioactive agents, and pharmaceuticals. Herein, we describe the development of gold-catalyzed cascade reactions of anilines with diynes to form eight-membered ring-fused indoles and propellane-type indolines, both of which proceed through an intramolecular 5-endo-dig hydroamination followed by an 8-endo-dig cycloisomerization. Controllable formation of eight-membered ring-fused indoles and propellane-type indolines was achieved through selection of the ligands and/or solvents. Protic solvents such as alcohols or IPr ligand favored the formation of eight-membered ring-fused indoles, whereas the use of Buchwald’s type ligands and/or nonpolar solvents gave propellane-type indoline predominantly. This reaction provides rapid access to two types of fused nitrogen heterocycles from simple aniline derivatives. | en |
dc.format.mimetype | application/pdf | - |
dc.language.iso | eng | - |
dc.publisher | NLM (Medline) | en |
dc.rights | This document is the Accepted Manuscript version of a Published Work that appeared in final form in The Journal of organic chemistry, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.joc.9b03256. | en |
dc.rights | The full-text file will be made open to the public on 8 January 2021 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. | en |
dc.rights | This is not the published version. Please cite only the published version. | en |
dc.rights | この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 | ja |
dc.title | Gold(I)-Catalyzed Cascade Cyclization of Anilines with Diynes: Controllable Formation of Eight-Membered Ring-Fused Indoles and Propellane-Type Indolines | en |
dc.type | journal article | - |
dc.type.niitype | Journal Article | - |
dc.identifier.jtitle | The Journal of organic chemistry | - |
dc.identifier.volume | 85 | - |
dc.identifier.issue | 4 | - |
dc.identifier.spage | 2543 | - |
dc.identifier.epage | 2559 | - |
dc.relation.doi | 10.1021/acs.joc.9b03256 | - |
dc.textversion | author | - |
dc.address | Graduate School of Pharmaceutical Sciences, Kyoto University | en |
dc.address | Graduate School of Pharmaceutical Sciences, Kyoto University | en |
dc.address | Graduate School of Pharmaceutical Sciences, Kyoto University | en |
dc.address | Graduate School of Pharmaceutical Sciences, Kyoto University | en |
dc.address | Graduate School of Pharmaceutical Sciences, Kyoto University | en |
dc.identifier.pmid | 31913037 | - |
dcterms.accessRights | open access | - |
datacite.date.available | 2021-01-08 | - |
datacite.awardNumber | JP18H04615 | - |
datacite.awardNumber | JP18H04408 | - |
datacite.awardNumber | JP17H03971 | - |
jpcoar.funderName | 日本学術振興会 | ja |
jpcoar.funderName | 日本学術振興会 | ja |
jpcoar.funderName | 日本学術振興会 | ja |
jpcoar.funderName.alternative | Japan Society for the Promotion of Science (JSPS) | en |
jpcoar.funderName.alternative | Japan Society for the Promotion of Science (JSPS) | en |
jpcoar.funderName.alternative | Japan Society for the Promotion of Science (JSPS) | en |
出現コレクション: | 学術雑誌掲載論文等 |
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