Abstract
13C-2 labeled phenyl ethynyl triflone undergoes regiospecific CH alkynylation upon reaction with cyclohexane. The 13C label is found to be exclusively adjacent to the phenyl group in the product phenyl cyclohexyl acetylene, consistent with cyclohexyl radical addition at the α-position. Control studies show preferential phenyl migration from a vinylidine carbene, thus excluding the presence of such an intermediate.
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