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

Dihydroazaarenes Derivatives

Qiu Sun, Yuan-Yuan Zhang, Jing Sun, Ying Han, Xiaodong Jia, and Chao-Guo Yan*

College of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou 225002, China

ABSTRACT: 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.

J. Org. Chem.2018, DOI: 10.1021/acs.joc.8b00928. IF = 4.849

文章链接：https://pubs.acs.org/doi/abs/10.1021/acs.joc.8b00928