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Palladium(II) catalyzed carbonylative dimerization of allenyl ketones: efficient synthesis of difuranylketones |
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| Authors: | Keisuke Kato Tomoyuki Mochida Masayuki Kimura Akihito Takeshita Yoshio Inouye |
| Affiliation: | a Faculty of Pharmaceutical Sciences, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan b Department of Chemistry, Faculty of Science, Kobe University, Rokkodai, Nada, Kobe 657-8501, Japan c School of Pharmacy, Nihon Pharmaceutical University, 10281, Komuro, Inamachi, Kita-Adachigun, Saitama, Japan d Department of Chemistry, Faculty of Science, Toho University, 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan |
| Abstract: | Palladium(II) catalyzed carbonylation of 1,2-allenyl ketones 1 in the presence of p-benzoquinone (1 equiv) under a CO atmosphere (balloon) afforded difuranylketones 4 in moderate to good yields. Mechanistically, the electron-withdrawing nature of the acyl group should enhance the electrophilicity of the acylpalladium species B, and thus promote the oxypalladation of an additional molecule of 1, leading to the difuranyl ketone 4. |
| Keywords: | Palladium Carbonylative dimerization Difuranylketone |
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