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  1. 040 理学部
  2. 0401 学術論文

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/10091/00020652
41887bce-3a2e-45e5-99a9-40cfe82a1b13
名前 / ファイル ライセンス アクション
Chem_Eur_J_2017_23_5126.pdf Chem_Eur_J_2017_23_5126.pdf (931.8 kB)
Item type 学術雑誌論文 / Journal Article(1)
公開日 2018-06-13
タイトル
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
言語
言語 eng
DOI
関連識別子 https://doi.org/10.1002/chem.201700121
関連名称 10.1002/chem.201700121
キーワード
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

Shoji, Taku

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Nagai, Daichi

× Nagai, Daichi

Nagai, Daichi

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Tanaka, Miwa

× Tanaka, Miwa

Tanaka, Miwa

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Araki, Takanori

× Araki, Takanori

Araki, Takanori

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Ohta, Akira

× Ohta, Akira

Ohta, Akira

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Sekiguchi, Ryuta

× Sekiguchi, Ryuta

Sekiguchi, Ryuta

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Ito, Shunji

× Ito, Shunji

Ito, Shunji

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Mori, Shigeki

× Mori, Shigeki

Mori, Shigeki

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Okujima, Tetsuo

× Okujima, Tetsuo

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
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.
資源タイプ(コンテンツの種類)
ISSN
収録物識別子タイプ ISSN
収録物識別子 0947-6539
書誌レコードID
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
WoS
URL http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000399327400023
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