Copper-Catalyzed C–H Oxidative Radical Functionalization and Annulation of Aniline-Linked 1,7-Enynes: Evidence for a 1,5-Hydride Shift Mechanism

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• 作者：Ming Hu ; Hua-Xu Zou ; Ren-Jie Song ; Jian-Nan Xiang ; Jin-Heng Li
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：December 16, 2016
• 年：2016
• 卷：18
• 期：24
• 页码：6460-6463
• 全文大小：469K
• ISSN：1523-7052

文摘

A new copper-catalyzed tandem C–H oxidative radical functionalization and annulation of aniline-linked 1,7-enynes with alkyl nitriles or acetone is described. This reaction allows the selective construction of 1H-cyclopenta[c]quinolines and benzo[j]phenanthridin-6(5H)-ones which rely on the substitution effect at the 2-position of the acrylamide moiety. The mechanism involving a 1,5-hydride shift process is proposed according to the control deuterium-labeled experiment.