Litcius/Paper detail

Selective C(sp3)–H arylation/alkylation of alkanes enabled by paired electrocatalysis

Long Zou, Siqi Xiang, Rui Sun, Qingquan Lu

2023Nature Communications60 citationsDOIOpen Access PDF

Abstract

Abstract We report a combination of electrocatalysis and photoredox catalysis to perform selective C(sp 3 )–H arylation/alkylation of alkanes, in which a binary catalytic system based on earth-abundant iron and nickel is applied. Reaction selectivity between two-component C(sp 3 )–H arylation and three-component C(sp 3 )–H alkylation is tuned by modulating the applied current and light source. Importantly, an ultra-low anodic potential (~0.23 V vs. Ag/AgCl) is applied in this protocol, thus enabling compatibility with a variety of functional groups (>70 examples). The robustness of the method is further demonstrated on a preparative scale and applied to late-stage diversification of natural products and pharmaceutical derivatives.

Topics & Concepts

AlkylationElectrocatalystCatalysisChemistryCombinatorial chemistrySelectivityAnodeOrganic chemistryElectrodePhysical chemistryElectrochemistryRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques