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1.2.5.1.3.2 Cross Coupling of Alkynylsilanols with Aryl Iodides

DOI: 10.1055/sos-SD-207-00308

Chartoire, A.; Nolan, S. P.Science of Synthesis: Cross Coupling and Heck-Type Reactions, (20131519.

As an alternative to alkynylsilanes, alkynylsilanols such as 24 can be used to prepare aryl-substituted alkynes 26 by coupling with aryl iodides 25. The reaction requires a catalytic amount of both dichlorobis(triphenylphosphine)palladium(II) and copper(I) iodide, and is promoted by the addition of potassium trimethylsilanolate as the base. The substituted alkynes 26 are obtained after 3–24 hours, under mild conditions, and in good to excellent yields (Scheme 7).[‌33‌]

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References


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