Li H, Zhang Z, Shangguan X, Huang S, Chen J, Zhang Y, Wang J * Beijing Institute of
Microchemistry and Peking University, Beijing, P. R. of China
Palladium(0)-Catalyzed Cross-Coupling of 1,1-Diboronates with Vinyl Bromides and 1,1-Dibromoalkenes.
Angew. Chem. Int. Ed. 2014;
53: 11921-11925
Key words
palladium - cross-coupling
Significance
The authors demonstrate a palladium(0)-catalyzed reaction of 1,1-diboronates with
substituted vinyl bromides or dibromoalkenes to give 1,4-dienes or allenes in good
yields while showing good functional group tolerance.
Comment
When using 1,1-dibromoalkenes bearing a terminal alkynyl group as the substrate, the
palladium(0)-catalyzed coupling described above can be followed by a CuI-catalyzed
allenation with N-tosylhydrazones to give unsymmetrical diallenes.
