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One-step synthesis of differently bis-functionalized isoxazoles by cycloaddition of carbamoylnitrile oxide with β-keto esters
http://hdl.handle.net/10173/1358
http://hdl.handle.net/10173/1358cda1fc33-18cf-4f47-a3b8-532a8c5ffc34
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27-21.pdf (201.0 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2016-03-25 | |||||
タイトル | ||||||
タイトル | One-step synthesis of differently bis-functionalized isoxazoles by cycloaddition of carbamoylnitrile oxide with β-keto esters | |||||
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 |
Nishiwaki, Nagatoshi
× Nishiwaki, Nagatoshi× Kobiro, Kazuya× Hirao, Shotaro× Sawayama, Jun× Saigo, Kazuhiko× Ise, Yumiko× Nishizawa, Maho× Ariga, Masahiro |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | A new protocol for synthesizing different functionalized isoxazoles is provided. Carbamoylnitrile oxide generated from nitroisoxazolone underwent inverse electron-demand 1,3-dipolar cycloaddition with 1,3-dicarbonyl compounds in the presence of magnesium acetate that formed magnesium enolatein situ. Although electron-deficient trifluoroacetoacetate did not undergo this cycloaddition under the same conditions, conversion to sodium enolate furnish the corresponding bis-functionalized trifluoromethylisoxazole. The DFT calculations using B3LYP 6-31G+(d,p) also supported the aforementioned reactivity. | |||||
書誌情報 |
Organic & Biomolecular Chemistry 巻 10, 号 10, p. 1987-1991, 発行日 2012 |
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DOI | ||||||
関連タイプ | isVersionOf | |||||
識別子タイプ | DOI | |||||
関連識別子 | 10.1039/C2OB06925C | |||||
権利(URI) | ||||||
権利情報 | http://pubs.rsc.org/en/content/articlelanding/2012/ob/c2ob06925c#!divAbstract | http://pubs.rsc.org/en/content/articlelanding/2012/ob/c2ob06925c#!divAbstract | |||||
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出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
出版者 | ||||||
出版者 | Royal Society of Chemistry |