Nickel-Catalyzed [3+2+2] Cycloaddition of Ethyl Cyclopropylideneacetate and Heteroatom-Substituted Alkynes: Application to Selective Three-Component Reaction with 1,3-Diynes

被引:55
|
作者
Yamasaki, Ryu [1 ]
Terashima, Natsuki [1 ]
Sotome, Ikuo [1 ]
Komagawa, Shunsuke [1 ]
Saito, Shinichi [1 ]
机构
[1] Tokyo Univ Sci, Dept Chem, Fac Sci, Shinjuku Ku, Tokyo 1628601, Japan
来源
JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 75卷 / 02期
关键词
PAUSON-KHAND REACTIONS; COCYCLIZATION; COMPLEXES; YNAMIDES; DIYNES;
D O I
10.1021/jo902251m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heteroatom-substituted alkynes such as ynol ethers and ynamines turned out to be decent substrates for the Ni-catalyzed [3 + 2 + 2] cocyclization of ethyl cyclopropylideneacetate (1). The three-component cocyclization of 1, 1,3-diynes, and heteroatom-substituted alkynes also proceeded selectively. The study provided all efficient method for the synthesis of heteroatom-substituted cycloheptadiene and related compounds.
引用
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页码:480 / 483
页数:4
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