Palladium-Catalyzed Decarboxylative Alkynylation of α-Acyloxyketones by C(sp3)?O Bond Cleavage |
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Authors: | Dr Ryohei Doi Akimasa Yabuta Prof?Dr Yoshihiro Sato |
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Institution: | Faculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812 Japan |
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Abstract: | Palladium-catalyzed decarboxylative alkynylation of α-acyloxyketones triggered by C(sp3)?O bond cleavage is disclosed. The decarboxylation strategy featuring a neutral reaction condition enabled an unprecedent catalytic alkynylation of a ketone enolate. The reaction was applied to a variety of substrates, giving desired products in good yields. We successfully obtained X-ray crystallography of a new palladium–enolate intermediate that was synthesized by a reaction of Pd(cod)(CH2TMS)2] with XPhos and α-acyloxyketone at room temperature, indicating facile C(sp3)?O bond disconnection. |
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Keywords: | alkynylation decarboxylation enolates ketones palladium |
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