Aryl triflates were transformed to aryl bromides/iodides simply by treating them with LiBr/NaI and [Cp*Ru(MeCN)(3)]OTf. The ruthenium complex also catalyzed the transformation of alkenyl sulfonates and phosphates to alkenyl halides under mild conditions. Aryl and alkenyl triflates undergo oxidative addition to a ruthenium(II) complex to form η(1)-arylruthenium and 1-ruthenacyclopropene intermediates, respectively, which are transformed to the corresponding halides.
In the presence of a tert‐butoxy radical precursor, the reaction of alkylamines with aryl halides was found to give α‐arylated alkylamines through homolytic aromatic substitution of the halogen atoms.
Benzene derivatives are introduced into the dehydrogenative coupling via homolytic aromatic substitution (HAS) as arenes that couple with amides/ethers. NaOt-Bu is used as a critical promoter of HAS in combination with t-BuOOt-Bu as an oxidant.
Alcohols were found to be arylated directly at their α-CÀ H bond with aryl halides in the presence of a base and a substoichiometric amount of t-BuOOt-Bu through a homolytic aromatic substitution mechanism.
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