A Facile Route to Aryl Boronates: Room-Temperature, Copper-Catalyzed Borylation of Aryl Halides with Alkoxy Diboron Reagents

Authors


  • C.K. thanks the Deutsche Forschungsgemeinschaft (DFG) for a postdoctoral fellowship and Dr. A. S. Batsanov (Durham) for helpful discussions concerning the X-ray diffraction studies. T.B.M. thanks AllylChem Co. Ltd. for a generous gift of B2pin2 and B2neop2 and the Royal Society (UK) for an International Outgoing Short Visit Grant. Z.L. thanks the Research Grants Council of Hong Kong (HKUST 601507) for support.

Abstract

A simple but effective copper-catalyzed borylation of aryl halides, including electron-rich and sterically hindered aryl bromides, with alkoxy diboron reagents occurs under mild conditions (see scheme). Preliminary DFT studies of the mechanism suggest that σ-bond metathesis between a copper–boryl intermediate and the aryl halide generates the aryl boronate product.

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