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Regioselective synthesis of β-fluoro-α,β-unsaturated ketones by the reaction of β-diketones with DFMBA
| Title: | Regioselective synthesis of β-fluoro-α,β-unsaturated ketones by the reaction of β-diketones with DFMBA |
| Authors: | Sano, Keisuke Browse this author | | Fukuhara, Tsuyoshi Browse this author | | Hara, Shoji Browse this author →KAKEN DB |
| Keywords: | β-Fluoro-α,β-unsaturated ketone | | β-Diketone | | N,N-Diethyl-α,α-difluoro-m-methylbenzylamine | | Deoxyfluorination | | Regioselective |
| Issue Date: | Aug-2009 |
| Publisher: | Elsevier B.V. |
| Journal Title: | Journal of Fluorine Chemistry |
| Volume: | 130 |
| Issue: | 8 |
| Start Page: | 708 |
| End Page: | 713 |
| Publisher DOI: | 10.1016/j.jfluchem.2009.05.009 |
| Abstract: | The deoxyfluorination reaction of β-diketones with N,N-diethyl-α,α-difluoro-m-methylbenzylamine (DFMBA) gave β-fluoro-α,β-unsaturated ketones in good yields. The reaction proceeded regioselectively, and only one regioisomer was obtained from the unsymmetrical 1-aryl-1,3-diketones. The reaction is applicable to diketones with a trifluoromethyl group, obtaining good yields of 3,4,4,4-tetrafluorobutenones. We used the resulting β-filuoro-α,β-unsaturated ketones for the reaction with lithium dialkyl cuprates. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/39135 |
| 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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