Direct para-C-H heteroarylation of anilines with quinoxalinones by metal-free cross-dehydrogenative coupling under an aerobic atmosphere

Herein, a green and efficient metal-free cross-dehydrogenative coupling (CDC) for the direct para-C-H heteroarylation of anilines with quinoxalinones has been described. This reaction is performed in H2O/DMSO (v/v = 2 : 1) using air as the sole oxidant. Various anilines (primary, secondary and tertiary amines) and quinoxalinones are well compatible, affording the corresponding products in moderate-to-good yields. Such a methodology provides an environmentally friendly and efficient alternative for the late-stage modification of nitrogen-containing compounds.

Automated summary

This study introduces a green and efficient metal-free cross-dehydrogenative coupling (CDC) method for the direct para-C-H heteroarylation of anilines with quinoxalinones. The reaction, performed in H2O/DMSO using air as the sole oxidant, shows good compatibility with various anilines and quinoxalinones, yielding moderate-to-good products. This methodology offers an environmentally friendly and efficient alternative for late-stage modification of nitrogen-containing compounds.