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POLYFLUOROALKYLATION OF CARBONYL COMPOUNDS BY POLYFLUOROALKYL ANIONS GENERATED FROM POLYFLUOROCARBOXAMIDES
Title: | POLYFLUOROALKYLATION OF CARBONYL COMPOUNDS BY POLYFLUOROALKYL ANIONS GENERATED FROM POLYFLUOROCARBOXAMIDES |
Authors: | Wakita, Natshumi Browse this author | Hara, Shoji Browse this author →KAKEN DB |
Issue Date: | 27-Jan-2014 |
Publisher: | Pergamon-elsevier science ltd |
Journal Title: | Heterocycles |
Volume: | 88 |
Issue: | 2 |
Start Page: | 1201 |
End Page: | 1212 |
Publisher DOI: | 10.3987/COM-13-S(S)84 |
Abstract: | Polyfluoroalkyl anions, generated by reduction of (polyfluoroalkanoyl)piperidines with Et3BHK, were used for the polyfluoroalkylation of carbonyl compounds. Trifluoromethylation of aromatic aldehydes proceeded in good yields, and that of aliphatic aldehydes afforded a moderate yield. In contrast, the yield was low when the reaction involved benzophenone. Pentafluoroethylation and octafluorobutylation of aldehydes were also carried out by using the corresponding (polyfluoroalkanoyl)piperidines, which were prepared from commercially available polyfluorocompounds. The (polyfluoroalkanoyDpiperidines were also prepared through polyfluorination, and were used in the polyfluoroalkylation of aldehydes. |
Type: | article (author version) |
URI: | http://hdl.handle.net/2115/54926 |
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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