Expanding the scope of the Cu assisted Suzuki–Miyaura reaction

Recent advances in the development of the copper facilitated Suzuki–Miyaura reaction are described. Improvements include expansion of substrate scope to include aryl chlorides and polyhalo aryl boronates. It was found that use of S-Phos and X-Phos could accomplish the coupling of 2-pyridyl boronates...

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Veröffentlicht in:	Tetrahedron letters 2011-09, Vol.52 (39), p.5055-5059
Hauptverfasser:	Crowley, Brendan M., Potteiger, Craig M., Deng, James Z., Prier, Christopher K., Paone, Daniel V., Burgey, Christopher S.
Format:	Artikel
Sprache:	eng
Schlagworte:	2-Pyridyl boronates Aromatic compounds Bromides Chemical reactions Chemistry Chlorides Copper Copper assisted reaction Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with only one n hetero atom and condensed derivatives Joining Kinetics and mechanisms Organic chemistry Organometallic Preparations and properties Reaction time Reactivity and mechanisms S-Phos Suzuki–Miyaura Tetrahedrons
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Beschreibung
Zusammenfassung:	Recent advances in the development of the copper facilitated Suzuki–Miyaura reaction are described. Improvements include expansion of substrate scope to include aryl chlorides and polyhalo aryl boronates. It was found that use of S-Phos and X-Phos could accomplish the coupling of 2-pyridyl boronates to aryl chlorides and bromides in shorter reaction times and in higher yield than previously described with DPPF.
ISSN:	0040-4039 1873-3581
DOI:	10.1016/j.tetlet.2011.07.088