Electrochemically enabled decyanative C(sp 3 )-H oxygenation of N -cyanomethylamines to formamides.
Mu-Jia LuoWei ZhouRuchun YangHaixin DingXian-Rong SongQiang XiaoPublished in: Organic & biomolecular chemistry (2023)
Selective oxygenation of C(sp 3 )-H bonds adjacent to nitrogen atoms is a highly attractive strategy for synthesizing various formamide derivatives while preserving the substrate skeletons. Herein, an environmentally benign electrochemically enabled decyanative C(sp 3 )-H oxygenation of N -cyanomethylamines using H 2 O as a carbonyl oxygen atom source is described, leading to the synthesis of a large class of formamides in good to excellent yields with a broad substrate scope under metal- and oxidant-free conditions. This electrochemical technology highlights the facile incorporation of N -formyl into some important bioactive molecules.