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Selective introduction of fluorine atoms to the tert-carbons of functionalized adamantanes by BrF3
Title: | Selective introduction of fluorine atoms to the tert-carbons of functionalized adamantanes by BrF3 |
Authors: | Shishimi, Toru Browse this author | Hara, Shoji Browse this author →KAKEN DB |
Keywords: | Poly-fluorination | Adamantane | Bromine trifluoride |
Issue Date: | Jan-2013 |
Publisher: | Elsevier B.V. |
Journal Title: | Journal of Fluorine Chemistry |
Volume: | 145 |
Start Page: | 128 |
End Page: | 131 |
Publisher DOI: | 10.1016/j.jfluchem.2012.10.010 |
Abstract: | The direct fluorination reaction of the functionalized adamantanes was achieved by using BrF3. In the reaction with methyl adamantane-1-caroxylate 1 and dimethyl adamantane-1,3-dicarboxylate 3, three and two fluorine atoms, respectively, were introduced selectively to their tert-carbons. On the other hand, in the reactions with 1-acetoxymethyladamantane 5, and 2-adamantanone 9, not only the expected fluorination of their tert-carbons, but also unexpected reactions such as fluorination of carbonyl functionality occurred. |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/52261 |
Appears in Collections: | 工学院・工学研究院 (Graduate School of Engineering / Faculty of Engineering) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 原 正治
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