Room Temperature Carbonylation of (Hetero) Aryl Pentafluorobenzenesulfonates and Triflates using Palladium-Cobalt Bimetallic Catalyst: Dual Role of Cobalt Carbonyl

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• 作者：Jayan T. Joseph ; Ayyiliath M. Sajith ; Revanna C. Ningegowda and Sheena Shashikanth
• 刊名：Advanced Synthesis & Catalysis
• 出版年：2017
• 出版时间：February 2, 2017
• 年：2017
• 卷：359
• 期：3
• 页码：419-425
• 全文大小：1905K
• ISSN：1615-4169

文摘

An efficient method for the carbonylation of (hetero) aryl pentafluorobenzenesulfonates and triflates under exceptionally mild conditions using palladium/dicobalt octacarbonyl [Pd/Co₂(CO)₈] has been developed. Besides acting as carbon monoxide (CO) source, Co₂(CO)₈ enhances the reaction rate by accelerating the CO insertion through an in situ generated bimetallic palladium cobalt tetracarbonyl [Pd-Co(CO)₄] complex. Under the optimized reaction condition, carbonylation of a wide range of activated and deactivated, as well as sterically hindered and heteroaromatic, substrates proceeded efficiently at room temperature. The high chemoselectivity and improved synthesis of biologically relevant Isoguvacine and Lazabemide intermediates highlights its scope as a valuable synthetic method. The generality of this protocol was further extended to other electrophiles (bromides, chlorides and tosylates).