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Synthesis of 2-amino- and 2-arylazoazulenes via nucleophilic aromatic substitution of 2-chloroazulenes with amines and arylhydrazines
http://hdl.handle.net/10091/00020650
http://hdl.handle.net/10091/00020650ef3e89a8-afed-4065-bede-2b3ea7a6a831
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 | Synthesis of 2-amino- and 2-arylazoazulenes via nucleophilic aromatic substitution of 2-chloroazulenes with amines and arylhydrazines | |||||
言語 | ||||||
言語 | eng | |||||
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× Sugiyama, Shuhei× Araki, Takanori× 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 | ROYAL SOC CHEMISTRY | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | ORGANIC & BIOMOLECULAR CHEMISTRY. 94(10):3917-3923 (2017) | |||||
書誌情報 |
ORGANIC & BIOMOLECULAR CHEMISTRY 巻 15, 号 18, p. 3917-3923, 発行日 2017-05-14 |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | The SNAr reaction of 2-chloroazulene derivative 1 with ethoxycarbonyl groups at the 1,3-positions of the azulene ring with several amines afforded the corresponding 2-aminoazulenes 3-9 in excellent yields. 2-Chloroazulene (2) without the electron-withdrawing groups reacted with highly nucleophilic cyclic amines (i.e., morpholine, piperidine and pyrrolidine) under the high-temperature conditions in a sealed tube to produce the corresponding 2-aminoazulenes 10-12 in good yields. 2-Aminoazulenes 10-14 without the electron-withdrawing groups were also obtained in good yields by the treatment of compounds 3-7 with 100% H3PO4, but in the cases of the reaction of 8 and 9 with a secondary amine function, the decomposition of the products resulted. The synthesis of 2-arylazoazulenes 15-18 was also established via the SNAr reaction of 1 with arylhydrazines. The optical and electrochemical properties of the 2-arylazoazulene derivatives were examined by UV/Vis spectroscopy, theoretical calculations and voltammetric experiments. | |||||
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 | 1477-0520 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA1168650X | |||||
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=28426084 | |||||
関連名称 | 28426084 | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.1039/c7ob00691h | |||||
関連名称 | 10.1039/c7ob00691h | |||||
権利 | ||||||
権利情報 | © 2017 Royal Society of Chemistry | |||||
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=000401147200015 |