氰化
化学
四氟硼酸盐
乙腈
腈
钯
试剂
氰化物
催化作用
组合化学
吲哚试验
有机化学
药物化学
离子液体
作者
M. Siddique,Zahid Shafiq,Kamel Meguellati
出处
期刊:Synthesis
[Georg Thieme Verlag KG]
日期:2022-02-14
卷期号:54 (13): 3077-3084
被引量:1
摘要
Abstract The present study describes the one-pot palladium-catalyzed cyanation of commercially available aryldiazonium tetrafluoroborate derivatives with 2-(piperidin-1-yl)acetonitrile (an organic cyano reagent) under mild conditions. This process utilizes a Pd/(Me3Si)2 system and is applied to a wide scope of aromatic diazonium substrates to give the corresponding nitrile-containing products in moderate to high yields (59–92%). This methodology is employed for the preparation of etravirine, a drug used for the treatment of HIV, and for transformations of 1H-indole-2-carbonitrile into compounds that are used as a NMDA receptor antagonists and that have high potential against mutant HIV strains. The mechanism proposed for this Pd-catalyzed cyanation involves cyanide ions, as confirmed using indicator paper.
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