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-alkylsuifanylnaphthalene derivatives

被引:96
作者
Kusama, H [1 ]
Funami, H [1 ]
Takaya, J [1 ]
Iwasawa, N [1 ]
机构
[1] Tokyo Inst Technol, Dept Chem, Meguro Ku, Tokyo 1528551, Japan
关键词
D O I
10.1021/ol0364024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A concise method for the preparation of 1-acyl-4-alkoxy- or 1-acyl-4-alkylsulfanyl naphthalenes has been developed by the reaction of o-ethynylbenzoates or benzothioates with vinyl ethers, in the presence of a catalytic amount of PtCl2. 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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页码:605 / 608
页数:4
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