Nickel-catalyzed addition of alkynylboranes to alkynes.
Alkynylboration has been achieved in the reaction of alkynyl(pinacol)boranes with alkynes in the presence of nickel catalysts, giving cis-1-borylbut-1-en-3-yne derivatives. 1-Aryl-1-alkynes underwent the alkynylboration regioselectively with the selective introduction of the alkynyl groups at their 1-positions, where the aryl groups were attached. The boryl-substituted enynes were reacted with sp2 halides under the Suzuki-Miyaura coupling conditions, giving highly conjugated enynes in high yields.
Suginome
Michinori
M
Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University Katsura, Nishikyo-ku, Kyoto 615-8510, Japan. suginome@sbchem.kyoto-u.ac.jp
Shirakura
Masamichi
M
Yamamoto
Akihiko
A