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タイトル: | Photocatalytic Activation of Elemental Sulfur Enables a Chemoselective Three-Component Thioesterification |
著者: | Murakami, Sho Nanjo, Takeshi https://orcid.org/0000-0002-5679-6701 (unconfirmed) Takemoto, Yoshiji https://orcid.org/0000-0003-1375-3821 (unconfirmed) |
著者名の別形: | 村上, 翔 南條, 毅 竹本 佳司 |
キーワード: | Redox reactions Hydrocarbons Chemical reactions Sulfur Transition metals |
発行日: | Oct-2021 |
出版者: | American Chemical Society (ACS) |
誌名: | Organic Letters |
巻: | 23 |
号: | 19 |
開始ページ: | 7650 |
終了ページ: | 7655 |
抄録: | A mild and chemoselective three-component thioesterification using olefins, α-ketoacids, and elemental sulfur has been developed. The photocatalytic activation of elemental sulfur, a cheap and abundant sulfur source, enables the rapid installation of a sulfur atom into molecules, reactions that ordinarily would require the use of reactive and malodorous sulfur-containing compounds such as thiols and thioacids. This novel reaction is characterized by high yields and a broad substrate scope, which enables the introduction of thioester moieties into complex molecules including a steroid, a peptide, and a nonprotected glycoside. Mechanistic studies indicated that the success of this transformation depends on the multiple roles played by the elemental sulfur, including those of a sulfurizing agent, a terminal oxidant, and a HAT mediator. |
著作権等: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, 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/acs.orglett.1c02904. The full-text file will be made open to the public on September 16, 2022 in accordance with publisher's 'Terms and Conditions for Self-Archiving'. This is not the published version. Please cite only the published version. 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。 |
URI: | http://hdl.handle.net/2433/266609 |
DOI(出版社版): | 10.1021/acs.orglett.1c02904 |
PubMed ID: | 34528809 |
出現コレクション: | 学術雑誌掲載論文等 |
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