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Solvent effect on the reaction of 1-methoxy-3-(2-nitrovinyl)indole with nucleophiles
http://hdl.handle.net/2297/4383
http://hdl.handle.net/2297/43833db96dad-531c-475b-96c4-3c01bdbd2946
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 | 2017-10-04 | |||||
タイトル | ||||||
タイトル | Solvent effect on the reaction of 1-methoxy-3-(2-nitrovinyl)indole with nucleophiles | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源タイプ識別子 | http://purl.org/coar/resource_type/c_6501 | |||||
資源タイプ | journal article | |||||
著者 |
Yamada, Koji
× Yamada, Koji× Izumi, Tomoyuki× Yamada, Fumio× Somei, Masanori |
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提供者所属 | ||||||
内容記述タイプ | Other | |||||
内容記述 | 金沢大学大学院自然科学研究科生理活性物質科学 | |||||
提供者所属 | ||||||
内容記述タイプ | Other | |||||
内容記述 | 金沢大学薬学部 | |||||
書誌情報 |
Heterocycles 巻 66, 号 1, p. 583-594, 発行日 2005-12-31 |
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NCID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00663739 | |||||
DOI | ||||||
関連タイプ | isIdenticalTo | |||||
識別子タイプ | DOI | |||||
関連識別子 | https://doi.org/10.3987/com-05-s(k)33 | |||||
出版者 | ||||||
出版者 | 日本複素環化学研究所 | |||||
抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | 1-Methoxy-3-(2-nitrovinyl)indole (1a) functions as an electrophile and reacts with various nucleophiles. In THF, nucleophiles undergo conjugate addition to the β-carbon of the nitroviyyl side chain of 1a, regioselectively. The resultant Michael addition products (4d and 8) cyclize to novel 3-substituted 1-methoxyindoles (5 and 7) depending on reaction conditions and a plausible mechanism is discussed. In dipolar aprotic solvent (DMF), nucleophiles react with 1a at the 2-position predominantly with concomitant liberation of the 1-methoxy group giving 2-substituted indoles. © 2005 The Japan Institute of Heterocyclic Chemistry. | |||||
権利 | ||||||
権利情報 | 日本複素環化学研究所の許諾を得て登録 | |||||
著者版フラグ | ||||||
出版タイプ | VoR | |||||
出版タイプResource | http://purl.org/coar/version/c_970fb48d4 |