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Synthesis of 2-Aminofurans by Sequential [2+2] Cycloaddition-Nucleophilic Addition of 2-Propyn-1-ols with Tetracyanoethylene and Amine-Induced Transformation into 6-Aminopentafulvenes
http://hdl.handle.net/10091/00020652
http://hdl.handle.net/10091/0002065241887bce-3a2e-45e5-99a9-40cfe82a1b13
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 | |||||||||||||||||||||||
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タイトル | Synthesis of 2-Aminofurans by Sequential [2+2] Cycloaddition-Nucleophilic Addition of 2-Propyn-1-ols with Tetracyanoethylene and Amine-Induced Transformation into 6-Aminopentafulvenes | |||||||||||||||||||||||
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言語 | eng | |||||||||||||||||||||||
DOI | ||||||||||||||||||||||||
関連識別子 | https://doi.org/10.1002/chem.201700121 | |||||||||||||||||||||||
関連名称 | 10.1002/chem.201700121 | |||||||||||||||||||||||
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主題 | azulene, cycloaddition, nucleophilic addition, oxygen heterocycles, synthetic methods | |||||||||||||||||||||||
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
× Nagai, Daichi
× Tanaka, Miwa
× Araki, Takanori
× Ohta, Akira
× Sekiguchi, Ryuta
× Ito, Shunji
× Mori, Shigeki
× Okujima, Tetsuo
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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 | CHEMISTRY-A EUROPEAN JOURNAL. 23(21):5126-5136 (2017) | |||||||||||||||||||||||
書誌情報 |
CHEMISTRY-A EUROPEAN JOURNAL 巻 23, 号 21, p. 5126-5136, 発行日 2017-04-11 |
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抄録 | ||||||||||||||||||||||||
内容記述 | Synthesis of 2-aminofuran derivatives with an azulene or N,N-dimethylanilino substituent was established by the formal [2+2] cycloaddition-retroelectrocyclization of 3-(1-azulenyl or N,N-dimethylanilino)-2-propyn-1-ols with tetracyanoethylene, followed by intramolecular nucleophilic addition to the initially formed tetracyanobutadiene moiety of the internal hydroxyl group that come from 2-propyn-1-ol. The reaction proceeds under mild conditions with short reaction period. The products of the reaction are readily available through a simple purification procedure. 2-Aminofuran derivatives obtained by this reaction could be converted into 6-aminofulvene derivatives upon reaction with various amines. The structures of 2-aminofuran and 6-aminopentafulvene with a N,N-dimethylanilino substituent were confirmed by single-crystal X-ray structural analysis. | |||||||||||||||||||||||
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収録物識別子タイプ | ISSN | |||||||||||||||||||||||
収録物識別子 | 0947-6539 | |||||||||||||||||||||||
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収録物識別子タイプ | NCID | |||||||||||||||||||||||
収録物識別子 | AA11076269 | |||||||||||||||||||||||
PubMed | ||||||||||||||||||||||||
識別子タイプ | PMID | |||||||||||||||||||||||
関連識別子 | http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?CMD=search&DB=pubmed&term=28191692 | |||||||||||||||||||||||
関連名称 | 28191692 | |||||||||||||||||||||||
権利 | ||||||||||||||||||||||||
権利情報 | This is the peer reviewed version of the following article: T. Shoji, D. Nagai, M. Tanaka, T. Araki, A. Ohta, R. Sekiguchi, S. Ito, S. Mori, T. Okujima, Chem. Eur. J. 2017, 23, 5126., which has been published in final form at https://doi.org/10.1002/chem.201700121 . 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 | |||||||||||||||||||||||
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URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000399327400023 |