Copper-Catalyzed Selective 1,2-Dialkylation of N-Heteroarenes via a Radical Addition/Reduction Process: Application for the Construction of Alkylated Dihydroazaarenes Derivatives.

A highly efficient Cu-catalyzed 1,2-difunctionalization of various N-heteroarenes was developed with ether and alkyl halide at ambient temperature. This transformation involves the combination of oxidative coupling by Cu/TBHP and reduction process by 1,8-diazabicyclo[5.4.0]undec-7-ene. This method provides an efficient method to prepare various substituted dihydroazaarene derivatives via a free-radical process.