Abstract
Direct C-H (carbon-hydrogen) bond functionalization on heteroaromatic ring is desired in many chemical areas such as medicinal chemistry and material science, because it requires multi-step process with traditional methods. Herein we describe C-H arylation of electron-deficient heterocycles and quinones, and C-H alkylation of various heterocycles. These mild, cheap, operationally simple, chemoselective, and scalable reactions are applicable for functionalization of various heterocycles and quinones. These advantages allow for rapid access to functionalized heterocycles or natural products such as meroterpenoids that would be difficult to access with traditional methods. Mechanistic studies suggest that aromatic/aliphatic boronic acid or sodium/zinc alkyl sulfinate salts work as carbon-centered radical precursor under oxidative conditions.
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