期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 36, 页码 12418-12421出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b07687
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资金
- Princeton University
Fast, base-promoted protodeboronation of polyfluoroaryl and heteroaryl boronic acids complicates their use in Suzuki-Miyaura coupling (SMC) because a base is generally required for catalysis. We report a cationic SMC method using a PAd3-Pd catalyst that proceeds at rt in the absence of a base or metal mediator. A wide range of sensitive boronic acids, particularly polyfluoroaryl substrates that are poorly compatible with classic SMC conditions, undergo clean coupling. Stoichiometric experiments implicate the intermediacy of organopalladium cations, which supports a long-postulated cationic pathway for transmetalation in SMC.
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