Platinum(II)-catalyzed reaction of 2-alkynylbenzoates or benzothioates with vinyl ethers: a concise method for synthesis of 1-acyl-4-alkoxy- or 1-acyl-4-alkylsulfanylnaphthalene derivatives |
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Authors: | Kusama Hiroyuki Funami Hideaki Takaya Jun Iwasawa Nobuharu |
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Affiliation: | Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551, Japan. |
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Abstract: | [reaction: see text] A concise method for the preparation of 1-acyl-4-alkoxy- or 1-acyl-4-alkylsulfanylnaphthalenes has been developed by the reaction of o-ethynylbenzoates or benzothioates with vinyl ethers, in the presence of a catalytic amount of PtCl(2). It is proposed that the reaction proceeds through [3 + 2]-cycloaddition of the platinum-containing carbonyl ylides followed by 1,2-alkyl migration. |
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