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AN EFFECTIVE PROCEDURE TO PROMOTE AZA-PRINS CYCLIZATION REACTIONS EMPLOYING A COMBINATION OF FERRIC CHLORIDE AND AN IMIDAZOLIUM SALT IN BENZOTRIFLUORIDE
http://hdl.handle.net/10191/31007
http://hdl.handle.net/10191/31007024c146e-d228-46be-9cd9-874c7b70085c
名前 / ファイル | ライセンス | アクション |
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86_2_1211-1226.pdf (496.6 kB)
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Item type | 学術雑誌論文 / Journal Article(1) | |||||
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公開日 | 2014-12-11 | |||||
タイトル | ||||||
タイトル | AN EFFECTIVE PROCEDURE TO PROMOTE AZA-PRINS CYCLIZATION REACTIONS EMPLOYING A COMBINATION OF FERRIC CHLORIDE AND AN IMIDAZOLIUM SALT IN BENZOTRIFLUORIDE | |||||
言語 | ||||||
言語 | eng | |||||
資源タイプ | ||||||
資源 | http://purl.org/coar/resource_type/c_6501 | |||||
タイプ | journal article | |||||
著者 |
Osawa, Chika
× Osawa, Chika× Tateyama, Minami× Miura, Kensuke× Tayama, Eiji× Iwamoto, Hajime× Hasegawa, Eietsu |
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抄録 | ||||||
内容記述タイプ | Abstract | |||||
内容記述 | Aza–Prins cyclization reactions of N-tosyl-3-butenylamine with p-methoxybenzaldehyde, 1-naphthaldehyde and 2-naphthaldehyde take place efficiently using a combination of ferric chloride and 1-butyl-3-methylimidazolium hexafluorophosphate in benzotrifluoride (FeIm–BTF procedure). The new methodology, leading to formation of target N-tosyl-4-chloro-2-substituted piperidines, is superior to the one using 1-butyl-3-methylimidazolium tetrachloroferrate. The FeIm–BTF procedure was also applied to aza–Prins cyclization reactions of other aldehydes. Finally, the effects of imidazolium salts on aza–Prins cyclization reaction promoted by boranetrifluoride-diethyl ether complex, leading to formation of fluorinated piperidines, were explored. | |||||
書誌情報 |
Heterocycles en : Heterocycles 巻 86, 号 2, p. 1211-1226, 発行日 2012-12 |
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出版者 | ||||||
出版者 | Elsevier | |||||
ISSN | ||||||
収録物識別子タイプ | ISSN | |||||
収録物識別子 | 03855414 | |||||
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収録物識別子タイプ | NCID | |||||
収録物識別子 | AA00663739 | |||||
DOI | ||||||
識別子タイプ | DOI | |||||
関連識別子 | info:doi/10.3987/COM-12-S(N)78 | |||||
権利 | ||||||
権利情報 | Copyright(C)2012 Japan Institute of Heterocyclic Chemistry | |||||
著者版フラグ | ||||||
値 | author |