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  1. 学術雑誌論文

An anomalous hydration/dehydration sequence for the mild generation of a nitrile oxide

http://hdl.handle.net/10173/1346
http://hdl.handle.net/10173/1346
79bfc225-4b88-4f05-9eca-9aeff0c8feec
名前 / ファイル ライセンス アクション
27-16.pdf 27-16.pdf (214.5 kB)
Item type 学術雑誌論文 / Journal Article(1)
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

WEKO 884

Nishiwaki, Nagatoshi

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Kobiro, Kazuya

× Kobiro, Kazuya

WEKO 885

Kobiro, Kazuya

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Kiyoto, Hideyuki

× Kiyoto, Hideyuki

WEKO 886

Kiyoto, Hideyuki

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Hirao, Shotaro

× Hirao, Shotaro

WEKO 887

Hirao, Shotaro

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Sawayama, Jun

× Sawayama, Jun

WEKO 888

Sawayama, Jun

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Saigo, Kazuhiko

× Saigo, Kazuhiko

WEKO 889

Saigo, Kazuhiko

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Okajima, Yoshikazu

× Okajima, Yoshikazu

WEKO 890

Okajima, Yoshikazu

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Uehara, Toshiharu

× Uehara, Toshiharu

WEKO 891

Uehara, Toshiharu

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Maki, Asaka

× Maki, Asaka

WEKO 892

Maki, Asaka

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Ariga, Masahiro

× Ariga, Masahiro

WEKO 893

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
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
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