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<Regular Article>Reactions of 10-Alkyl- and 10-Aryl-9-phenylthioxanthenium Salts with Various Bases : 1,4-Sigmatropic Rearrangement of 10-Alkyl- and 10-Aryl-9-phenyl-9-thiaanthracenes
https://gifu-pu.repo.nii.ac.jp/records/9082
https://gifu-pu.repo.nii.ac.jp/records/908204c2b8ce-0137-47c3-9011-eb05d4c82000
| 名前 / ファイル | ライセンス | アクション |
|---|---|---|
KJ00000072718.pdf (673.9 kB)
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| Item type | 紀要論文(ELS) / Departmental Bulletin Paper(1) | |||||
|---|---|---|---|---|---|---|
| 公開日 | 1992-06-30 | |||||
| タイトル | ||||||
| タイトル | <Regular Article>Reactions of 10-Alkyl- and 10-Aryl-9-phenylthioxanthenium Salts with Various Bases : 1,4-Sigmatropic Rearrangement of 10-Alkyl- and 10-Aryl-9-phenyl-9-thiaanthracenes | |||||
| 言語 | en | |||||
| 言語 | ||||||
| 言語 | eng | |||||
| 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 | departmental bulletin paper | |||||
| ページ属性 | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | P(論文) | |||||
| 著者名(英) |
SHIMIZU, HIROSHI
× SHIMIZU, HIROSHI× KATAOKA, TADASHI× HORI, MIKIO |
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| 著者所属(日) | ||||||
| 値 | 岐阜薬科大学/岐阜薬科大学/岐阜薬科大学 | |||||
| 著者所属(英) | ||||||
| 言語 | en | |||||
| 値 | Laboratory of Pharmaceutical Chemistry, Gifu Pharmaceutical University/Laboratory of Pharmaceutical Chemistry, Gifu Pharmaceutical University/Laboratory of Pharmaceutical Chemistry, Gifu Pharmaceutical University | |||||
| 抄録(英) | ||||||
| 内容記述タイプ | Other | |||||
| 内容記述 | A 1,4-sigmatropic rearrangement of 10-alkyl and 10-aryl-9-phenyl-10-thiaanthracenes is described. 10-(4-Methoxyphenyl)-9-phenyl-10-thiaanthracene generated by proton abstraction of 10-(4-methoxyphenyl)-9-phenylthioxanthenium perchlorate (1a) with bases such as sodium dimsylate, sodium methoxide, sodium hydride, and Grignard reagent underwent 1,4-rearrangement to afford 9-(4-methoxyphenyl)-9-phenylthioxanthene (2a) in high yield. The deprotonation of 1a with organolithiums such as phenyllithium or methyllithium afforded 9,9-diphenylthioxanthene ( 3 ) or 9-methyl-9-phenylthioxanthene (2d) via ligand-exchanged thiaanthracene intermediates generated in situ, along with 2a. Other 10-alkyl or 10-aryl-9-phenylthiaanthracenes generated from the corresponding thioxanthenium salts (1b-g) by treatment with base also decomposed thermally to give 1,4-rearranged products 2b-g in good yield. These 1,4-rearrangements were found to be intramolecular 1,4-sigmatropic rearrangements by cross over experiments. | |||||
| 雑誌書誌ID | ||||||
| 収録物識別子タイプ | NCID | |||||
| 収録物識別子 | AN00053514 | |||||
| 書誌情報 |
岐阜藥科大學紀要 en : The annual proceedings of Gifu College of Pharmacy 巻 41, p. 37-47, 発行日 1992-06-30 |
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