Ni-Catalyzed Intermolecular C(sp3)-H Amidation Tuned by Bidentate Directing Groups

We disclose herein a directing group-assisted nickel-catalyzed intermolecular C(sp(3))-H amidation using organic azides as nitrene precursors. With the installation of an electronically tailored directing group, enhanced amidation efficiency was achieved. A series of experimental and computational studies suggested that a putative nickel(III)-nitrenoid species is a key intermediate in the C-N bond-forming process.

Automated summary

This study revealed a nickel-catalyzed intermolecular C(sp(3))-H amidation using organic azides as nitrene precursors. Enhanced amidation efficiency was achieved by introducing an electronically tailored directing group. Experimental and computational studies indicated that a putative nickel(III)-nitrenoid species serves as a key intermediate in the C-N bond-forming process.