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タイトル: | Oxidative β-Cleavage of Fused Cyclobutanols Leading to Hydrofuran-Fused Polycyclic Aromatic Compounds |
著者: | Kinouchi, Hayate Sugimoto, Kazuma Yamaoka, Yousuke Takikawa, Hiroshi https://orcid.org/0000-0002-4414-2129 (unconfirmed) Takasu, Kiyosei https://orcid.org/0000-0002-1798-7919 (unconfirmed) |
著者名の別形: | 紀之内, 颯 杉本, 和馬 山岡, 庸介 瀧川, 紘 高須, 清誠 |
発行日: | 17-Sep-2021 |
出版者: | American Chemical Society (ACS) |
誌名: | The Journal of Organic Chemistry |
巻: | 86 |
号: | 18 |
開始ページ: | 12615 |
終了ページ: | 12622 |
抄録: | Treatment of aryl-fused bicyclo[4.2.0]octanols with an oxidant such as phenyliodine diacetate (PIDA) or hypochlorous acid gave dihydrofuran-containing polycyclic aromatic compounds by selective β-cleavage of the cyclobutanol moiety. Mechanistic studies suggest that the oxygen atom of the hydrofuran ring is incorporated from the hydroxy group of the substrate via intramolecular addition. The oxidative transformation should serve as a new method to prepare functionalized polycyclic aromatic compounds. |
著作権等: | 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.1c01108. The full-text file will be made open to the public on 2 September 2022 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. This is not the published version. Please cite only the published version. 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。 |
URI: | http://hdl.handle.net/2433/266490 |
DOI(出版社版): | 10.1021/acs.joc.1c01108 |
PubMed ID: | 34474562 |
出現コレクション: | 学術雑誌掲載論文等 |
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