Ruthenium-catalyzed cycloaddition of 1,6-diynes with isothiocyanates and carbon disulfide: First transition-metal catalyzed [2+2+2] cocyclotrimerization involving C=S double bond

被引:79
作者
Yamamoto, Y [1 ]
Takagishi, H [1 ]
Itoh, K [1 ]
机构
[1] Nagoya Univ, Grad Sch Engn, Dept Mol Design & Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan
关键词
D O I
10.1021/ja016510q
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the presence of 10 mol % Cp*Ru(cod)Cl, 1,6-diynes with a tertiary center at 4-position reacted with various isothiocyanates at their C=S double bond to afford bicyclic (2H)-thiopyranimines in 35-88% yields. The (2H)-thiopyran structure was unequivocally determined by X-ray analysis. The cycloaddition of carbon disulfide with a diyne similarly gave the expected bicyclic dithiopyrone in 50% yield. Copyright © 2002 American Chemical Society.
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页码:28 / 29
页数:2
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