Catalytic Borylation of SCF3-Functionalized Arenes by Rhodium(I) Boryl Complexes: Regioselective CH Activation at the ortho-Position

An unprecedented reaction pathway for the borylation of SCF3‐containing arenes using [Rh(Bpin)(PEt3)3] (pin=pinacolato) is reported. Catalytic processes were developed and the functionalizations proceed under mild reaction conditions. The CH activations occur with a unique regioselectivity for the...

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Veröffentlicht in:Angewandte Chemie International Edition 2014-08, Vol.53 (35), p.9311-9315
Hauptverfasser: Kalläne, Sabrina I., Braun, Thomas
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Sprache:eng
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Zusammenfassung:An unprecedented reaction pathway for the borylation of SCF3‐containing arenes using [Rh(Bpin)(PEt3)3] (pin=pinacolato) is reported. Catalytic processes were developed and the functionalizations proceed under mild reaction conditions. The CH activations occur with a unique regioselectivity for the position ortho to the SCF3 group, which apparently serves as directing group. Borylated SCF3 compounds can serve as versatile building blocks. SCF3 building blocks: A unique reaction route allows access to SCF3‐functionalized arenes, which are borylated at the ortho‐position. The functionalization proceeds by CH borylation with [Rh(Bpin)(PEt3)3] (pin=pinacolato), and the SCF3 group likely serves as directing group. The generated borylated SCF3 compounds are versatile building blocks for further transformations.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201406424