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タイトル: | A Route to Indoles via Modified Fischer Indole Intermediates from Sulfonanilides and Ketene Dithioacetal Monoxides |
著者: | Kinoshita, Jun Baralle, Alexandre Yoshida, Akira Yanagi, Tomoyuki Nogi, Keisuke Yorimitsu, Hideki https://orcid.org/0000-0002-0153-1888 (unconfirmed) |
著者名の別形: | 木下, 純 吉田, 陽 柳, 智征 野木, 馨介 依光, 英樹 |
キーワード: | indoles alkenyl sulfoxides anilines sigmatropic rearrangement interrupted Pummerer reaction |
発行日: | Oct-2020 |
出版者: | Wiley-VCH Verlag |
誌名: | Asian Journal of Organic Chemistry |
巻: | 9 |
号: | 10 |
開始ページ: | 1655 |
終了ページ: | 1659 |
抄録: | An S−N variant of the N−N‐based Fischer indole synthesis has been developed. Treatment of sulfonanilides and ketene dithioacetal monoxides with a powerful acid anhydride provides N‐sulfonyl‐2‐methylsulfanylindoles. The initial interrupted Pummerer reaction would yield the key S−N‐tethered precursor in situ that then undergoes [3, 3] sigmatropic rearrangement, after which the endgame to the indole ring follows the Fischer manner. |
著作権等: | This is the peer reviewed version of the following article: J. Kinoshita, A. Baralle, A. Yoshida, T. Yanagi, K. Nogi, H. Yorimitsu, Asian J. Org. Chem. 2020, 9, 1655, which has been published in final form at https://doi.org/10.1002/ajoc.202000397. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. The full-text file will be made open to the public on 1 September 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/2433/255852 |
DOI(出版社版): | 10.1002/ajoc.202000397 |
出現コレクション: | 学術雑誌掲載論文等 |
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