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An anomalous hydration/dehydration sequence for the mild generation of a nitrile oxide
http://hdl.handle.net/10173/1346
http://hdl.handle.net/10173/134679bfc225-4b88-4f05-9eca-9aeff0c8feec
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
27-16.pdf (214.5 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 | An anomalous hydration/dehydration sequence for the mild generation of a nitrile oxide | |||||
| 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× Kiyoto, Hideyuki× Hirao, Shotaro× Sawayama, Jun× Saigo, Kazuhiko× Okajima, Yoshikazu× Uehara, Toshiharu× Maki, Asaka× Ariga, Masahiro |
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| 抄録 | ||||||
| 内容記述タイプ | Abstract | |||||
| 内容記述 | A nitrile oxide containing a carbamoyl group is readily generated upon the treatment of 2-methyl-4-nitro-3-isoxazolin-5(2H)-one with water under mild reaction conditions, even in the absence of special reagents. The obtained nitrile oxide undergoes cycloaddition with dipolarophiles, alkynes and alkenes, to afford the corresponding isoxazol(in)es, which are useful intermediates in the synthesis of polyfunctionalized compounds. A plausible mechanism underlying the formation of the nitrile oxide is proposed, which involves an anomalous hydration/dehydration sequence. DFT calculations were also performed to support this mechanism. | |||||
| 書誌情報 |
Organic & Biomolecular Chemistry 巻 9, 号 8, p. 2832-2839, 発行日 2011 |
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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/C0OB01005G | |||||
| 権利（URI） | ||||||
| 権利情報 | http://pubs.rsc.org/en/content/articlelanding/2011/ob/c0ob01005g#!divAbstract | http://pubs.rsc.org/en/content/articlelanding/2011/ob/c0ob01005g#!divAbstract | |||||
| 著者版フラグ | ||||||
| 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 | |||||
