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Super-Electron-Donor 2-Azaallyl Anions Enable Construction of Isoquinolines.

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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… Click to show full abstract

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.

Keywords: electron donor; super electron; donor azaallyl; construction isoquinolines; azaallyl anions

Journal Title: Organic letters
Year Published: 2022

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