Cu-Catalyzed tandem N-arylation of phthalhydrazides with cyclic iodoniums to yield dihydrobenzo[c]cinnolines.
Rongrong XieHongxu LvXiuqing YeXiangfei KongShiqing LiPublished in: Organic & biomolecular chemistry (2021)
Dihydrocinnolines have significant pharmacological properties. Herein, we investigate a Cu-catalyzed tandem N-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 -NH2 group, which has been diarylated by cyclic iodonium salts to form carbazoles in previous reports, is also well tolerated in this work.