Continuous-Flow Synthesis of Biaryls Enabled by Multistep Solid-Handling in a Lithiation/Borylation/Suzuki-Miyaura Cross-Coupling Sequence

Let it flow: An efficient and modular synthesis of biaryls under continuous‐flow conditions has been realized by a lithiation/borylation/Suzuki–Miyaura cross‐coupling sequence under ambient conditions. Aryl bromides and heteroaromatic precursors can be transformed in the room‐temperature lithiation...

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Veröffentlicht in:Angewandte Chemie International Edition 2011-11, Vol.50 (45), p.10665-10669
Hauptverfasser: Shu, Wei, Pellegatti, Laurent, Oberli, Matthias A., Buchwald, Stephen L.
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Sprache:eng
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Zusammenfassung:Let it flow: An efficient and modular synthesis of biaryls under continuous‐flow conditions has been realized by a lithiation/borylation/Suzuki–Miyaura cross‐coupling sequence under ambient conditions. Aryl bromides and heteroaromatic precursors can be transformed in the room‐temperature lithiation reaction with nBuLi, followed by borylation and Suzuki–Miyaura coupling with the aid of ultrasonic irradiation (see scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201105223