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タイトル: | Annulative Synthesis of Thiazoles and Oxazoles from Alkenyl Sulfoxides and Nitriles via Additive Pummerer Reaction |
著者: | Hori, Mitsuki Nogi, Keisuke https://orcid.org/0000-0001-8478-1227 (unconfirmed) Nagaki, Aiichiro Yorimitsu, Hideki https://orcid.org/0000-0002-0153-1888 (unconfirmed) |
著者名の別形: | 堀, 充希 野木, 馨介 永木, 愛一郎 依光, 英樹 |
キーワード: | additive Pummerer reaction Ritter-type reaction heterocycles thiazoles oxazoles |
発行日: | Jul-2019 |
出版者: | Wiley-VCH Verlag |
誌名: | Asian Journal of Organic Chemistry |
巻: | 8 |
号: | 7 |
開始ページ: | 1084 |
終了ページ: | 1087 |
抄録: | Pummerer‐based annulation of alkenyl sulfoxides, mainly ketene dithioacetal monoxides (KDMs), with nitriles has been developed. By means of trifluoromethanesulfonic anhydride (Tf₂O) as an activator, additive Pummerer reaction and subsequent C−S‐bond‐forming cyclization from the nitrilium intermediates furnished the corresponding thiazoles. Moreover, the nitrilium intermediates proved to be interrupted intermolecularly by H₂O to afford oxazoles instead of thiazoles. |
著作権等: | This is the peer reviewed version of the following article: M. Hori, K. Nogi, A. Nagaki, H. Yorimitsu, Asian J. Org. Chem. 2019, 8, 1084., which has been published in final form at https://doi.org/10.1002/ajoc.201900169. 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 22 July 2020 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/2433/243226 |
DOI(出版社版): | 10.1002/ajoc.201900169 |
出現コレクション: | 学術雑誌掲載論文等 |
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