67837-41-6Relevant articles and documents
Catalyst-Free Synthesis of 2-Anilinoquinolines and 3-Hydroxyquinolines via Three-Component Reaction of Quinoline N-Oxides, Aryldiazonium Salts, and Acetonitrile
Dhiman, Ankit Kumar,Chandra, Devesh,Kumar, Rakesh,Sharma, Upendra
, p. 6962 - 6969 (2019/06/14)
A rapid microwave-assisted, catalyst-free, three-component synthesis of various 2-anilinoquinolines from quinoline N-oxides and aryldiazonium salts in acetonitrile under microwave irradiation is reported. This reaction utilizes acetonitrile as a single nitrogen source and involves the formation of two new C-N bonds via the formal [3 + 2] cycloaddition reaction. In the case of 2-substituted quinolines, 3-hydroxyquinoline was observed as the main product via a 1,3 shift of the oxygen atom from N-oxide to the C3 position of quinolines.
Synthesis of dibenzo(b,g)-5-methyl-1,8-naphthyridines
Kidwai,Kohli
, p. 248 - 249 (2007/10/03)
A series of 1,8-naphthyridines have been synthesised. 2-Hydroxy-4-methylquinoline 1 on reaction with PCI5/POCl3 gives 2-chloro-4-methylquinoline 2 which on treatment with substituted anilines yields 2-quinolinamines 3a-e. Cyclisation in situ affords the title compounds 4a-e using phosphorus oxychloride and dimethyl formamide.