Boryl (Hetero)aryne Precursors as Versatile Arylation Reagents: Synthesis through CH Activation and Orthogonal Reactivity |
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| Authors: | Dr Emilien Demory Karthik Devaraj Dr Andreas Orthaber Dr Paul J Gates Dr Lukasz T Pilarski |
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| Institution: | 1. Department of Chemistry—BMC, Uppsala University, Box 576, 75‐123 Uppsala (Sweden) http://www.pilarskigroup.org;2. Department of Chemistry—?ngstr?m Laboratories, Uppsala University, Box 523, 75‐120 Uppsala (Sweden);3. School of Chemistry, University of Bristol, Cantock's Close, Clifton, Bristol, BS8 1TS (UK) |
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| Abstract: | (Pinacolato)boryl ortho‐silyl(hetero)aryl triflates are presented as a new class of building blocks for arylation. They demonstrate unique versatility by delivering boronate or (hetero)aryne reactivity chemoselectively in a broad range of transformations. This approach enables the unprecedented postfunctionalization of fluoride‐activated (hetero)aryne precursors, for example, as substrates in transition‐metal catalysis, and offers valuable new possibilities for aryl boronate postfunctionalization without the use of specialized protecting groups. |
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| Keywords: | arynes boron C H activation chemoselectivity synthetic methods |
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