Cao Hong, McNamee Laura, Alper Howard
Department of Chemistry, Centre for Catalysis Research and Innovation, University of Ottawa, Ottawa, Ontario, Canada.
Org Lett. 2008 Nov 20;10(22):5281-4. doi: 10.1021/ol8021403. Epub 2008 Oct 25.
Two efficient approaches for the synthesis of isoindolin-1-one derivatives in phosphonium salt ionic liquids are described. The palladium-catalyzed carbonylation-hydroamination reaction of 1-halo-2-alkynylbenzene with amines afforded the substituted 3-methyleneisoindolin-1-ones in good yields and high selectivities in favor of the Z-isomers. The target molecules could also be synthesized by the Sonogashira coupling-carbonylation-hydroamination one-pot reaction of dihalides, alkynes, and amines. Both processes can be conducted under mild conditions and tolerate a wide array of functionalized substrates.
描述了在鏻盐离子液体中合成异吲哚啉-1-酮衍生物的两种有效方法。1-卤代-2-炔基苯与胺的钯催化羰基化-氢胺化反应以良好的产率和高选择性得到取代的3-亚甲基异吲哚啉-1-酮，有利于Z-异构体。目标分子也可以通过二卤化物、炔烃和胺的Sonogashira偶联-羰基化-氢胺化一锅反应合成。这两种方法都可以在温和的条件下进行，并且能耐受多种官能化底物。
