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Abstract: Herein, we report a novel strategy for the activation of DMSO to act as a versatile alkylating agent in heteroarene C−H functionalization. This direct, simple, and mild switch between methylation/trideuteromethylation and methylthiomethylation of heteroarenes was achieved under reagent‐controlled photoredox catalysis conditions. The proposed mechanism is supported by both experimental and computational studies. [ABSTRACT FROM AUTHOR]

Herein, we disclose a strategy for the activation of N-(acyloxy)phthalimides towards photoinduced electron transfer through hydrogen bonding. This activation mode enables efficient access to C(sp3)-centered radicals upon decarboxylation from bench-stable and readily available substrates. Moreover, we demonstrate that the formed alkyl radicals can be successfully employed in a novel redox-neutral method for constructing sp3−sp3 bonds across styrene moieties that gives straightforward access to complex alcohol and ether scaffolds. [ABSTRACT FROM AUTHOR]