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Cu-Catalyzed Oxidative Dual Arylation of Active Alkenes: Preparation of Cyanoarylated Oxindoles through Denitrogenation of 3-Aminoindazoles
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-01-20 , DOI: 10.1021/acs.joc.0c02798
Qiao-Lin Wang 1, 2 , Quan Zhou 1 , Jia Liao 3 , Zan Chen 1 , Bi-Quan Xiong 1 , Guo-Jun Deng 2 , Ke-Wen Tang 1 , Yu Liu 1, 2
Affiliation  

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.

中文翻译:

铜催化活性烯烃的氧化双芳基化:通过3-氨基吲唑脱氮制备氰基芳基化吲哚

提出了一种新颖且温和的铜催化丙烯酰胺中的碳-碳双键与3-氨基吲唑的氧化双芳基化反应,用于氰基芳基化吲哚的合成。值得注意的是,通过切割两个C–N键可以将3-氨基吲唑用作有效的芳基化剂。活性烯烃的这种氧化性双芳基化涉及一个自由基过程,并经历了一系列的3-氨基吲唑氧化,两个C-N键裂解,氰基芳基自由基加成和分子内环化的过程。
更新日期:2021-02-05
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