Transmetalation of Palladium Enolate and Its Application in Palladium-Catalyzed Homocoupling of Alkynes: A Room-Temperature, Highly Efficient Route To Make Diynes
The Journal of Organic Chemistry2002Vol. 67(6), pp. 1969–1971
Citations Over TimeTop 10% of 2002 papers
Abstract
A novel pathway for the homocoupling reaction has been achieved using a similar protocol as the cross-coupling reaction. Ethyl bromoacetate is chosen to initiate the coupling reaction through oxidative addition to a Pd(0) species, and an PdBr(enolate) intermediate is formed. This intermediate can undergo double transmetalation with an alkynyl copper reagent, and reductive elimination produces a variety of diynes in high yields.
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