Super-Electron-Donor 2-Azaallyl Anions Enable Construction of Isoquinolines.
Quanxing ZiMinyan LiJielun CongGuogang DengShengzu DuanMeng YinWen ChenHong JingXiaodong YangPatrick J WalshPublished in: Organic letters (2022)
Herein is introduced the application of "super-electron-donor"(SED) 2-azaallyl anions in a tandem reduction/radical cyclization/radical coupling/aromatization protocol that enables the rapid construction of isoquinolines. The value of this transition-metal-free method is highlighted by the wide range of isoquinoline ethyl amines prepared with good functional group tolerance and yields. An operationally simple gram scale synthesis is also conducted, confirming the scalability.