Exploiting C–H borylation for the multidirectional elaboration of 2-halopyridines

Regioselectively polysubstituted pyridines can be efficiently accessed from 2-halopyridines via a sequence involving C–H borylation, Suzuki-Miyaura cross-coupling and nucleophilic aromatic substitution chemistry. [Display omitted] •C–H borylation of 2-halopyridines is fast and efficient.•Cross coupl...

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Veröffentlicht in:Tetrahedron 2020-01, Vol.76 (3), p.130836, Article 130836
Hauptverfasser: Reuven, Jonathan A., Salih, Omar A., Sadler, Scott A., Thomas, Carys L., Steel, Patrick G.
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Sprache:eng
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Zusammenfassung:Regioselectively polysubstituted pyridines can be efficiently accessed from 2-halopyridines via a sequence involving C–H borylation, Suzuki-Miyaura cross-coupling and nucleophilic aromatic substitution chemistry. [Display omitted] •C–H borylation of 2-halopyridines is fast and efficient.•Cross coupling of 2-halopyridyl boronates is selective and efficient.•2-Halogen substituent can be substituted by a diverse set of nucleophile.•Sequence can be run in single pot mode with little loss in overall yield.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2019.130836