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One-pot esterification and amidation of phenolic acids
http://hdl.handle.net/10091/18106
http://hdl.handle.net/10091/181068efa5539-7cf1-4b60-b945-570b5183451e
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 | 2015-02-19 | |||||
タイトル | ||||||
タイトル | One-pot esterification and amidation of phenolic acids | |||||
言語 | ||||||
言語 | eng | |||||
DOI | ||||||
関連識別子 | https://doi.org/10.1016/j.tet.2014.08.028 | |||||
関連名称 | 10.1016/j.tet.2014.08.028 | |||||
キーワード | ||||||
主題 | Esters, Amides, Phenolic acids, Caffeic acid phenethyl esters isotopomers | |||||
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 |
Nakamura, Kozo
× Nakamura, Kozo× Nakajima, Takero× Aoyama, Toshifumi× Okitsu, Sho× Koyama, Masahiro |
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信州大学研究者総覧へのリンク | ||||||
表示名 | Nakamura, Kozo | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.upyCPUkh.html | |||||
信州大学研究者総覧へのリンク | ||||||
表示名 | Nakajima, Takero | |||||
URL | http://soar-rd.shinshu-u.ac.jp/profile/ja.ymTNuNkh.html | |||||
出版者 | ||||||
出版者 | PERGAMON-ELSEVIER SCIENCE LTD | |||||
引用 | ||||||
内容記述タイプ | Other | |||||
内容記述 | TETRAHEDRON. 70(43):8097-8107 (2014) | |||||
書誌情報 |
TETRAHEDRON 巻 70, 号 43, p. 8097-8107, 発行日 2014-10-28 |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | We developed a new one-pot reaction of phenolic acids to afford the corresponding esters and amides through acyl-protected and activated phenolic acid intermediates. The simultaneous protection/activation of phenolic acids with alkylchloroformates proceeded readily in the presence of DMAP at room temperature; subsequent addition of alcohols or amines afforded the corresponding esters or amides. The use of iso-butyloxycarbonyl as the protecting and activating group in the one-pot reactions afforded phenolic esters or amides in 91% average yield. As a practical example of this convenient synthesis, caffeic acid phenethyl ester (CAPE) was readily synthesized from commercially available caffeic acid and phenethyl alcohol in 95% yield, and an isotopomer of CAPE, [3,10-13C2]CAPE, was synthesized in 91% yield from [3-13C]caffeic acid and 2-[1-13C]phenethyl alcohol. This method may be useful for the convenient esterification and amidation of diverse phenolic acids. | |||||
資源タイプ(コンテンツの種類) | ||||||
内容記述タイプ | Other | |||||
内容記述 | Article | |||||
ISSN | ||||||
収録物識別子タイプ | PISSN | |||||
収録物識別子 | 0040-4020 | |||||
書誌レコードID | ||||||
収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00861787 | |||||
権利 | ||||||
権利情報 | Copyright © 2014 Elsevier Ltd. All rights reserved. NOTICE: this is the author's version of a work that was accepted for publication in TETRAHEDRON. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in TETRAHEDRON, VOL:70, ISSUE:43, (2014) DOI:10.1016/j.tet.2014.08.028 | |||||
出版タイプ | ||||||
出版タイプ | AM | |||||
出版タイプResource | http://purl.org/coar/version/c_ab4af688f83e57aa | |||||
WoS | ||||||
表示名 | Web of Science | |||||
URL | http://gateway.isiknowledge.com/gateway/Gateway.cgi?&GWVersion=2&SrcAuth=ShinshuUniv&SrcApp=ShinshuUniv&DestLinkType=FullRecord&DestApp=WOS&KeyUT=000343344500037 |