4.6 Article

Cu-Catalyzed tandemN-arylation of phthalhydrazides with cyclic iodoniums to yield dihydrobenzo[c]cinnolines

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 18, 期 25, 页码 4824-4830

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ob00894j

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资金

  1. Guangxi Natural Science Foundation [2018GXNSFAA294037, 2018GXNSFAA281115]
  2. Guangxi Science & Technology Base and Talent Special [AD19245095]
  3. Ph.D. Scientific Research Foundation of Guilin University of Technology
  4. Key Laboratory of Electrochemical and Magneto-Chemical Function Materia

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Dihydrocinnolines have significant pharmacological properties. Herein, we investigate a Cu-catalyzed tandemN-arylation reaction of phthalhydrazides with cyclic iodonium salts to construct dihydrobenzo[c]cinnoline derivatives. Various iodonium salts, such as symmetrical, unsymmetrical, aryl-aryl, and aryl-heteroaryl ones, could react with phthalhydrazides smoothly and give the title products in moderate to high yields. Moreover, the -NH(2)group, which has been diarylated by cyclic iodonium salts to form carbazoles in previous reports, is also well tolerated in this work.

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