Pd‐Catalyzed Carbonylative Synthesis of 4<i>H</i>‐Benzo[<i>d</i>][1,3]Oxazin‐4‐Ones Using Benzene‐1,3,5‐Triyl Triformate as the CO Source
Yan Zheng, Mengke Dong, Erdong Qu, Jin Bai, Xiao‐Feng Wu, Wanfang Li
Abstract
A facile synthesis of 4H-benzo[d][1,3]oxazin-4-one derivatives by Pd-catalyzed carbonylative cross-coupling between N-(ortho-bromoaryl)amides and benzene-1,3,5-triyl triformate (TFBen) was developed. This procedure does not require the toxic and flammable gas CO as the carbonyl source and tolerates a wide scope of functional groups. Remarkably, 4H-benzo[d][1,3]oxazin-4-ones incorporated to natural products and drugs can be constructed by this method.
Topics & Concepts
BenzeneCatalysisChemistryMedicinal chemistryCombinatorial chemistryCarbonylationOrganic chemistryCarbon monoxideCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms