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Molecular Transformation of 2-Methylazulenes: An Efficient and Practical Synthesis of 2-Formyl- and 2-Ethynylazulenes
http://hdl.handle.net/10091/00020654
http://hdl.handle.net/10091/00020654962126b8-bdd1-4537-8fcd-a707b7978a14
名前 / ファイル | ライセンス | アクション |
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2018-06-13 | |||||
タイトル | ||||||
言語 | en | |||||
タイトル | Molecular Transformation of 2-Methylazulenes: An Efficient and Practical Synthesis of 2-Formyl- and 2-Ethynylazulenes | |||||
言語 | ||||||
言語 | eng | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Hydrocarbons | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Azulenes | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Formylation | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Alkynylation | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Cross-coupling | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | UV | |||||
キーワード | ||||||
主題Scheme | Other | |||||
主題 | Vis spectroscopy | |||||
資源タイプ | ||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
著者 |
Shoji, Taku
× Shoji, Taku× Araki, Takanori× Iida, Nanami× Kobayashi, Yoshiaki× Ohta, Akira× Sekiguchi, Ryuta× Ito, Shunji× Mori, Shigeki× Okujima, Tetsuo× Yasunami, Masafumi |
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信州大学研究者総覧へのリンク | ||||||
氏名 | Shoji, Taku | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.gmShOakh.html | |||||
信州大学研究者総覧へのリンク | ||||||
氏名 | Ohta, Akira | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.uaTeOUkh.html | |||||
出版者 | ||||||
出版者 | WILEY-V C H VERLAG GMBH | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2018(9):1145-1157 (2018) | |||||
書誌情報 |
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 巻 2018, 号 9, p. 1145-1157, 発行日 2018-03 |
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内容記述 | ||||||
内容記述タイプ | Other | |||||
内容記述 | First published: 09 Jan 2018 | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | 2-Formylazulene derivatives have been obtained in good yields by the reactions of 2-methylazulenes with N,N-dimethylformamide dimethyl acetal, followed by oxidative cleavage of the intermediately formed enamines with NaIO4. Vilsmeier formylation of 1-phenyl-3-methylazulenes also afforded the corresponding 2-formylazulenes in moderate yields. The treatment of a 2-methylazulene derivative bearing a formyl group at the 1-position with sodium methoxide led, through a self-condensation reaction, to a trans-1-(azulen-1-yl)-2-(azulen-2-yl)ethylene derivative, the structure of which was verified by single-crystal X-ray diffraction analysis. The 2-formylazulenes obtained were transformed into 2-ethynylazulenes in good yields by a modified Seyferth-Gilbert reaction. The reactivity of a 1-iodoazulene bearing a 2-formyl function in palladium-catalyzed cross-coupling reactions has also been examined. | |||||
資源タイプ(コンテンツの種類) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 1434-193X | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA1118165X | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1002/ejoc.201701746 | |||||
関連名称 | 10.1002/ejoc.201701746 | |||||
権利 | ||||||
権利情報 | This is the peer reviewed version of the following article: Shoji, T. , Araki, T. , Iida, N. , Kobayashi, Y. , Ohta, A. , Sekiguchi, R. , Ito, S. , Mori, S. , Okujima, T. and Yasunami, M. (2018), Molecular Transformation of 2‐Methylazulenes: An Efficient and Practical Synthesis of 2‐Formyl‐ and 2‐Ethynylazulenes. Eur. J. Org. Chem., 2018: 1145-1157. doi:10.1002/ejoc.201701746, which has been published in final form at https://doi.org/10.1002/ejoc.201701746 . This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving. | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
WoS | ||||||
表示名 | Web of Science | |||||
URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000426771400008 |