A novel transmetallation of arylzinc species into arylboronates from aryl halides in a barbier procedure.

@article{Claudel2007ANT,
  title={A novel transmetallation of arylzinc species into arylboronates from aryl halides in a barbier procedure.},
  author={St{\'e}phanie Claudel and Corinne Gosmini and J.-M. Paris and Jacques P{\'e}richon},
  journal={Chemical communications},
  year={2007},
  volume={35},
  pages={
          3667-9
        }
}
A variety of functionalized arylboronates are obtained in moderate to excellent yield by a one-step chemical procedure from the corresponding halides and a haloboronic ester via an intermediate arylzinc species. 
18 Citations
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References

SHOWING 1-10 OF 37 REFERENCES
New and simple one-step cobalt-catalyzed preparation of functionalized arylstannanes from the corresponding aryl bromides or iodides.
A variety of functionalized arylstannanes are obtained in moderate to excellent yields by a one-step chemical procedure from corresponding halides and tributylstannyl chloride via cobalt catalysis.
Formation of arylboronates by a CuI-catalyzed coupling reaction of pinacolborane with aryl iodides at room temperature
The coupling reaction of pinacolborane with aryl iodides under the catalysis of 10 mol % Cul and the action of sodium hydride in THF works at room temperature to provide corresponding arylboronates
Synthesis of arylboronates by the palladium catalysed cross-coupling reaction in ionic liquids.
The palladium catalysed cross-coupling reaction of aryl iodides and bromides with pinacolborane in 1,3-dialkylimidazolium tetrafluoroborates and hexafluorophosphates producing arylboronates is
Synthesis of Fused Arylboronic Esters via Cobalt(0)-Mediated Cycloaddition of Alkynylboronates with α,ω-Diynes
Co2(CO)6-complexed alkynyl pinacolborane derivatives are readily transformed with functional group tolerance into fused arylboronates via the [2 + 2 + 2]cycloaddition to α,ω-diynes.
An Efficient Catalyst System for Palladium-Catalyzed Borylation of Aryl Halides with Pinacolborane
The combination of Pd(dba) 2 and bis(2-di-tert-butyl-phosphinophenyl)ether has proven to be efficient for the cross-coupling of pinacolborane with aryl bromides and chlorides. The substrate scope is
Formation of Aryl- and Benzylboronate Esters by Rhodium-Catalyzed C-H Bond Functionalization with Pinacolborane.
Direct borylation of C-H bonds in aromatic compounds can be achieved by using the efficient homogeneous catalyst precursor [RhCl(PiPr3 )2 (N2 )] and pinacolborane (HBpin; see scheme). High
A solution to the 2-pyridyl organometallic cross-coupling problem: regioselective catalytic direct arylation of pyridine N-oxides.
Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This reactivity permits the use of
Monomeric (dialkylamino)boranes: a new and efficient boron source in palladium catalyzed C-B bond formation with aryl halides.
Thermal decomposition of hindered amine-borane adducts leads in high yields to monomeric (dialkylamino)boranes R1R2N-BH2 (R1 and R2 = alkyl) that are new and efficient boron-sources in the Pd0
Synthesis of bi- and tricyclic arylboronates via Cp*RuCl-catalyzed cycloaddition of α,ω-diynes with ethynylboronate
In the presence of 5-10 mol% Cp*RuCl(cod), 1,6- and 1,7-diynes were allowed to react with an ethynylboronate at ambient temperature to give rise to bi- and tricyclic arylboronates in 64-93% isolated
...
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4
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