Facile synthesis of 4-quinolone derivatives via one-pot cascade reaction under transition-metal-free conditions. Issue 24 (10th June 2015)

• Record Type: Journal Article
• Authors: Huang, Chao; Guo, Jia-Hui; Fu, Huang-Mei; Yuan, Ming-Long; Yang, Li-Juan
• Is Part Of: Tetrahedron letters. Volume 56:Issue 24(2015)
• Page Start: 3777
• Page End: 3781
• Publication Date: 2015-06-10
• Subjects: Quinolone -- Transition-metal-free -- One pot -- Hydroamination -- Cascade reaction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.04.060
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: A practical and efficient strategy has been described for the preparation of 4-quinolone derivatives. Using commercially available diethyl acetylenedicarboxylate and aromatic amines as starting materials, the synthetic protocol has been achieved and afforded the product via hydroamination at room temperature followed by PPA-catalyzed intramolecular ring closure. The products can be easily obtained in high yields. Conditions and mechanism of the reaction have also been investigated. This protocol is environmentally friendly and transition-metal-free, with advantages including short reaction time, convenient operation, and mild reaction conditions.