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タイトル: | Mild and Chemoselective Thioacylation of Amines Enabled by the Nucleophilic Activation of Elemental Sulfur |
著者: | Saito, Masato Murakami, Sho Nanjo, Takeshi https://orcid.org/0000-0002-5679-6701 (unconfirmed) Kobayashi, Yusuke Takemoto, Yoshiji https://orcid.org/0000-0003-1375-3821 (unconfirmed) |
著者名の別形: | 村上, 翔 南條, 毅 小林, 祐輔 竹本, 佳司 |
発行日: | 6-May-2020 |
出版者: | American Chemical Society (ACS) |
誌名: | Journal of the American Chemical Society |
巻: | 142 |
号: | 18 |
開始ページ: | 8130 |
終了ページ: | 8135 |
抄録: | A mild and chemoselective method for the thioacylation of amines using α-keto acids and elemental sulfur has been developed. The key to the success of this transformation is the nucleophilic activation of elemental sulfur by thiols such as 1-dodecanethiol. A variety of functional groups, including unprotected hydroxyl, carboxyl, amide, sulfide, and tertiary amine moieties, are tolerated under the applied reaction conditions. To demonstrate the advantages of this method compared with conventional O–S exchange reactions using Lawesson’s reagent or P2S5, thioamide moieties were introduced site-specifically into biologically active compounds. |
著作権等: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/jacs.0c03256. The full-text file will be made open to the public on 21 April 2021 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. この論文は出版社版でありません。引用の際には出版社版をご確認ご利用ください。 This is not the published version. Please cite only the published version. |
URI: | http://hdl.handle.net/2433/253551 |
DOI(出版社版): | 10.1021/jacs.0c03256 |
PubMed ID: | 32315161 |
出現コレクション: | 学術雑誌掲載論文等 |
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