Electrochemical 1,2-Alkylarylation of Styrenes with Malonates and N -Heteroarenes via Direct C(sp 3 )–H/C(sp 2 )–H Functionalization

作者：Tingting Zhang, Qi Xue, Wenyu Zhang, Xiao Ni Zhong, Yilin Liu, Yang Li, Jin‐Heng Li · 发表于：The Journal of Organic Chemistry · 年份：2025 · DOI：10.1021/acs.joc.4c02803 · 被引用次数：9 · 研究领域：Radical Photochemical Reactions、Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques

A general and atom-economical electrochemical dehydrogenative method for the intermolecular 1,2-alkylarylation of styrenes with malonates and nucleophilic N -heteroarenes (including indoles and pyrroles) has been developed. This transformation provides a regioselective route to construct highly valuable 1,1-diarylalkanes enabled by C(sp 3 )–H/C(sp 2 )–H functionalization under mild conditions, and H 2 is the only theoretical byproduct. Mechanistic studies indicated that the reaction proceeded through the oxidative of the C(sp 3 )–H bond to generate alkyl radical, radical addition across the C═C bond, single electron oxidation and C(sp 2 )–H functionalization cascades.