A Green Synthesis of Fused Polycyclic 5H-Chromeno[3, 2-c]quinoline-6, 8(7H, 9H)-dione Derivatives Catalyzed by TsOH in Ionic Liquids. (19th October 2016)

• Record Type: Journal Article
• Authors: Shen, Jia-Cheng; Jin, Rong-Zhang; Yuan, Kai; Zhang, Mei-Mei; Wang, Xiang-Shan
• Is Part Of: Polycyclic aromatic compounds. Volume 36:Number 5(2016)
• Page Start: 758
• Page End: 772
• Publication Date: 2016-10-19
• Subjects: 4-hydroxyquinolin-2(1H)-one -- chromenoquinoline -- ionic liquids -- TsOH; Polycyclic aromatic compounds -- Periodicals; 547
• DOI: 10.1080/10406638.2015.1053502
• Languages: English
• ISSNs: 1040-6638

Abstract

Abstract : A three-component reaction of benzaldehyde, 5, 5-dimethyl-3-(arylamino)cyclohex-2-enone and 4-hydroxyquinolin-2(1 H )-one gave a series of 3-((4, 4-dimethyl-6-oxo-2-(arylamino) cyclohex-1-en-1-yl)(aryl)methyl)-4-hydroxyquinolin-2(1 H )-one derivatives in ionic liquids at 80°C under catalyst-free conditions. In the presence of TsOH at 140°C, the same reaction provided an efficient method for the synthesis of 7-aryl-10, 10-dimethyl-10, 11-dihydro-5 H -chromeno[3, 2- c ] quinoline-6, 8(7 H, 9 H )-dione derivatives in high yields while aromatic amine losing unexpectedly.