Palladium-catalyzed intramolecular cyanoamidation of alkynyl and alkenyl cyanoformamides

Palladium-catalyzed intramolecular cyanoamidation of alkynyl and alkenyl cyanoformamides
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DOI:
10.1021/ol060733
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发表时间:
2006-06-22
期刊:
影响因子:
5.2
通讯作者:
Takemoto, Yoshiji
Takemoto, Yoshiji
中科院分区:
化学1区
文献类型:
--
作者:
Kobayashi, Yusuke;Kamisaki, Haruhi;Takemoto, Yoshiji

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通过钯催化的炔基氰基甲酰胺的氰基酰胺化以45-99%的产率制备五至七元α-亚烷基内酰胺。反应完全以5-exo模式进行,得到相应的(Z)-烯烃作为主要产物。该反应也适用于1,1-二取代烯烃,得到带有季碳中心的羟吲哚。
The five- to seven-membered alpha-alkylidene lactams were prepared in 45-99% yield by the palladium-catalyzed cyanoamidation of alkynyl cyanoformamides. The reaction proceeded exclusively in a 5-exo mode, giving the corresponding (Z)-alkenes as major products. The reaction was also applied to 1,1-disubstituted alkenes to afford oxindoles bearing a quaternary carbon center.