Ligand-Free Pd-Catalyzed Carbonylative Cross-Coupling Reactions under Atmospheric Pressure of Carbon Monoxide: Synthesis of Aryl Ketones and Heteroaromatic Ketones

• Published in: European Journal of Organic Chemistry 2011-05, Vol.2011 (14), p.2662-2667
• Main Authors: Li, Hongling, Yang, Min, Qi, Yanxing, Xue, Jijun
• Format: Article
• Language: English
• Subjects: Carbonylation; Catalysis; Catalysts: preparations and properties; Chemistry; Cross-coupling; Exact sciences and technology; General and physical chemistry; Ketones; Kinetics and mechanisms; Ligand-free; Organic chemistry; Palladium; Reactivity and mechanisms; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.201001685

The carbonylative Suzuki cross‐coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand‐free catalyst under atmospheric pressure of carbon monoxide has been firstly developed. Under mild reaction conditions, a broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields at low catalyst loadings (0.05 to 2 mol‐%). Moreover, the catalyst can also be recycled. The carbonylative Suzuki cross‐coupling reactions of boronic acids with aryl iodides catalyzed by Pd2(dba)3 as a ligand‐free catalyst under an atmosphere of carbon monoxide has been developed. A broad range of aryl/heteroaryl iodides and aryl/heteroaryl boronic acids were selectively coupled to afford the corresponding diaryl ketones in good to excellent yields. The catalyst can also be recycled.