Zinc-Catalyzed Borylation of Primary, Secondary and Tertiary Alkyl Halides with Alkoxy Diboron Reagents at Room Temperature

Authors


  • S.K.B. thanks the Alexander von Humboldt Foundation (AvH) for a postdoctoral fellowship. T.B.M. thanks AllylChem Co. Ltd. for a generous gift of B2pin2 and B2neop2. L.L. thanks NSFC (No. 21221062) for research support. We thank Prof. K. Müller-Buschbaum, T. Wehner, L. Meyer, and F. Schönfeld for powder X-ray diffraction analysis.

Abstract

A new catalytic system based on a ZnII NHC precursor has been developed for the cross-coupling reaction of alkyl halides with diboron reagents, which represents a novel use of a Group XII catalyst for C[BOND]X borylation. This approach gives borylations of unactivated primary, secondary, and tertiary alkyl halides at room temperature to furnish alkyl boronates, with good functional-group compatibility, under mild conditions. Preliminary mechanistic investigations demonstrated that this borylation reaction seems to involve one-electron processes.

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