Item type |
学術雑誌論文 / Journal Article(1) |
公開日 |
2018-06-13 |
タイトル |
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タイトル |
Synthesis of 2-amino- and 2-arylazoazulenes via nucleophilic aromatic substitution of 2-chloroazulenes with amines and arylhydrazines |
言語 |
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言語 |
eng |
DOI |
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関連識別子 |
https://doi.org/10.1039/c7ob00691h |
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関連名称 |
10.1039/c7ob00691h |
資源タイプ |
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資源 |
http://purl.org/coar/resource_type/c_6501 |
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タイプ |
journal article |
著者 |
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 |
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氏名 |
Shoji, Taku |
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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 |
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氏名 |
Ohta, Akira |
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URL |
http://soar-rd.shinshu-u.ac.jp/profile/ja.uaTeOUkh.html |
出版者 |
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出版者 |
ROYAL SOC CHEMISTRY |
引用 |
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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 |
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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) |
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内容記述 |
Article |
ISSN |
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収録物識別子タイプ |
ISSN |
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収録物識別子 |
1477-0520 |
書誌レコードID |
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収録物識別子タイプ |
NCID |
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収録物識別子 |
AA1168650X |
PubMed |
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関連識別子 |
http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?CMD=search&DB=pubmed&term=28426084 |
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関連名称 |
28426084 |
権利 |
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権利情報 |
© 2017 Royal Society of Chemistry |
出版タイプ |
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出版タイプ |
AM |
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出版タイプResource |
http://purl.org/coar/version/c_ab4af688f83e57aa |
WoS |
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URL |
http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000401147200015 |