T. Sakurada, Y. Sugiyama, S. Okamoto
Apr 1, 2013
Citations
1
Influential Citations
36
Citations
Journal
The Journal of organic chemistry
Abstract
A CoCl2·6H2O/Zn reagent using 2-(2,6-diisopropylphenyl)iminomethylpyridine (dipimp), 1,2-bis(diphenylphosphino)ethane (dppe), or 1,2-bis(diphenylphosphino)benzene (dppPh) as a ligand effectively catalyzed the cross-addition reaction of silylacetylene to internal alkynes. The reaction of some unsymmetrical internal alkynes, such as 3-arylpropargyl alcohols, proceeded in a highly regioselective manner in the presence of dppe or dppPh but gave a nearly 1:1 mixture of regioisomers in the presence of dipimp. The results of reactions using 1-deuterated 2-silylacetylene revealed that the reaction involves a direct oxidative addition of the silylacetylenic C-H bond to cobalt.