Sonogashira cross-couplings of ynamides. Syntheses of urethane- and sulfonamide-terminated conjugated phenylacetylenic systems

被引:62
作者
Tracey, MR [1 ]
Zhang, YS [1 ]
Frederick, MO [1 ]
Mulder, JA [1 ]
Hsung, RP [1 ]
机构
[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA
关键词
D O I
10.1021/ol0493251
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first successful Sonogashira coupling of ynamides with aryl and vinyl iodides is described here. This study resolves the problem of the competing pathway involving homocoupling of ynamides and provides a practical entry to novel urethane- or sulfonamide-terminated conjugated acetylenic systems. An interesting tandem hydrohalogenation and Sonogashira coupling was also observed to give an en-ynamide.
引用
收藏
页码:2209 / 2212
页数:4
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