Minami H, Saito T, Wang C, * Uchiyama M. * The University of Tokyo and RIKEN, Wako-shi,
Japan
Organoaluminum-Mediated Direct Cross-Coupling Reactions.
Angew. Chem. Int. Ed. 2015;
54: 4665-4668
Key words
aluminum - cross-coupling - C–C bond formation
Significance
The authors report a direct cross-coupling of arylaluminum reagents and organic halides
without an external catalyst. As the steric and electronic properties of functional
groups on the aromatic ring had little influence of the reactivity, a variety of coupling
products were obtained in high yields.
Comment
Interestingly, the reactions of aromatic iodides or bromides bearing a tosylate, triflate,
or carbamate group did show high chemoselectivity, as the coupling only took place
at the halide. Additionally, an ICP-MS analysis was performed to exclude traces of
transition metals (level of 1 ppb).
