An efficient protocol for the synthesis of monofluoroalkylated (hetero)arenes via Pd-catalyzed α-(hetero)arylation of α-fluoroketones with (hetero)aryl bromides. Issue 23 (4th June 2020)

• Record Type: Journal Article
• Authors: Ding, Licheng; Han, Shuaijun; Chen, Xiaoyu; Li, Linlin; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng
• Is Part Of: Tetrahedron letters. Volume 61:Issue 23(2020)
• Publication Date: 2020-06-04
• Subjects: Palladium-catalyzed -- Base-induced -- α-(Hetero)arylation -- Monofluoroalkylation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2020.151948
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A new approach to synthesize α-(hetero)aryl-α-fluoroketones and monofluoroalkylated N -heteroarenes. The catalytic system features a low catalyst loading. Easily prepared monofluoroalkyl reagents. The debenzoylation step proceeds smoothly. Abstract: An efficient synthesis of monofluoroalkylated N -heteroarenes using α-fluoroketones as monofluoroalkyl reagents was developed. A variety of novel α-(hetero)aryl-α-fluoroketones and monofluoroalkylated N -heteroarenes were obtained in moderate to good yields. Notable advantages of this protocol include a low catalyst loading, easily prepared monofluoroalkyl reagents and wide substrate scope.