Redox-Divergent Synthesis of Fluoroalkylated Pyridines and 2-Pyridones through Cu-Catalyzed N-O Cleavage of Oxime Acetates
Redox-Divergent Synthesis of Fluoroalkylated Pyridines and 2-Pyridones through Cu-Catalyzed N-O Cleavage of Oxime Acetates
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Cu 催化乙酸肟 N-O 裂解氧化还原发散合成氟烷基化吡啶和 2-吡啶酮
DOI：
10.1002/anie.201802311
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发表时间：
2018-05-28
影响因子：
16.6
通讯作者：
Li, Xingwei
中科院分区：
文献类型：
--
作者：
Bai, Dachang;Wang, Xueli;Li, Xingwei
描述了铜催化的肟酯与β-CF 3烯酮和丙烯酸酯的氧化还原发散[3+3]偶联。这种与烯酮和丙烯酸酯的氧化还原中性偶联分别得到三氟甲基化的吡啶和吡啶酮。在还原条件下，得到二氟甲基化吡啶、二氟甲基化吡啶酮和三氟甲基化二氢吡啶酮。反应在温和的条件下进行，具有广泛的底物范围和区域/氧化还原选择性。
Cu-catalyzed redox-divergent [3+3] coupling of oxime esters with beta-CF3 enones and acrylates is described. This redox-neutral coupling with enones and acrylates affords trifluoromethylated pyridines and pyridones, respectively. Under reductive conditions, difluoromethylated pyridines, difluoromethlated pyridones, and trifluoromethylated dihydropyridones are obtained. The reactions occur under mild conditions with broad substrate scope and regio/redox selectivity.