Download PDF
Synfacts 2015; 11(5): 0527
DOI: 10.1055/s-0034-1380630
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Direct Cross-Coupling of Organoaluminum Reagents

Contributor(s):
Paul Knochel
,
Diana Haas
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
CrossrefPubMedSearch in Google Scholar
Further Information

Publication History

Publication Date:
17 April 2015 (online)

 
 PDF Download Permissions and Reprints

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).


#
#


   Permissions and Reprints