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Radical Annulation of 2‑Cyanoaryl Acrylamides via CC Double Bond Cleavage: Access to Amino-Substituted 2‑Quinolones

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journal contribution
posted on 27.07.2021, 13:44 by Wen-Jin Xia, Tai-Gang Fan, Zhi-Wei Zhao, Xin Chen, Xiang-Xiang Wang, Ya-Min Li
A novel annulation of 2-cyanoaryl acrylamides via CC double bond cleavage has been developed for facile and efficient access to a broad spectrum of functionalized 4-amino-2-quinolones, which are important N-heterocycles. In this transformation, the solvent THF is demonstrated to play a crucial role, and the addition of alkyl radicals to nitrile, 1,5-hydride shift, and cleavage of the C–C bond are involved in the mechanism.