There is a strong current interest in C–H functionalization reactions under metal-free conditions. We report herein that the deprotonated form of dihydrophenazine (DPh) as a potent initiator under photochemical conditions...
Herein we introduce a transition-metal-free
protocol that involves
a commercially available, inexpensive pyrazole molecule to conduct
C–C cross-coupling reactions at room temperature via a radical
pathway. Using this method, an aryldiazonium salt has been coupled
to a wide range of arenes and heteroarenes including benzene, mesitylene,
thiophene, furan, benzoxazole to result the corresponding biaryl products.
The full reaction mechanism is elucidated along with the crystallographic
probation of an active initiator species. A potassium-stabilized deprotonated
pyrazole steers single-electron transfer to the substrate and behaves
as an initiator for the reaction.
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