铜催化的活性烯烃的氧化双芳基化反应：通过 3-氨基吲哚的脱氮反应制备氰基芳基化的氧化吲哚。
Cu-Catalyzed Oxidative Dual Arylation of Active Alkenes: Preparation of Cyanoarylated Oxindoles through Denitrogenation of 3-Aminoindazoles.
机构信息
Department of Chemistry and Chemical Engineering, Hunan Institute of Science and Technology, Yueyang 414006, China.
Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan 411105, China.
出版信息
J Org Chem. 2021 Feb 5;86(3):2866-2875. doi: 10.1021/acs.joc.0c02798. Epub 2021 Jan 20.
A novel and mild Cu-catalyzed oxidative dual arylation of carbon-carbon double bonds in acrylamides with 3-aminoindazoles is proposed for the synthesis of cyanoarylated oxindoles. Notably, 3-aminoindazoles are employed as efficient arylating agents via the cleavage of two C-N bonds. This oxidative dual arylation of active alkenes involves a radical process and undergoes a sequence of 3-aminoindazole oxidation, two-C-N-bond cleavage, cyanoaryl radical addition, and intramolecular cyclization.
本文提出了一种新颖且温和的 Cu 催化丙烯酰胺与 3-氨基吲哚的碳-碳双键的氧化双芳基化反应，用于合成氰基芳基氧化吲哚。值得注意的是，3-氨基吲哚通过切断两个 C-N 键可作为有效的芳基化试剂。这种活泼烯烃的氧化双芳基化反应涉及自由基过程，并经历了 3-氨基吲哚氧化、两个 C-N 键断裂、氰基芳基自由基加成和分子内环化的序列。
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