Amidinyl Radical Formation through Anodic N-H Bond Cleavage and Its Application in Aromatic C-H Bond Functionalization was written by Zhao, Huai-Bo;Hou, Zhong-Wei;Liu, Zhan-Jiang;Zhou, Ze-Feng;Song, Jinshuai;Xu, Hai-Chao. And the article was included in Angewandte Chemie, International Edition in 2017.Category: pyridine-derivatives This article mentions the following:
We report herein an atom-economical and sustainable approach to access amidinyl radical intermediates through the anodic cleavage of N-H bonds. The resulting nitrogen-centered radicals undergo cyclizations with (hetero)arenes, followed by rearomatization, to afford functionalized tetracyclic benzimidazoles, e.g., I (X-rays crystal structure shown), in a highly straightforward and efficient manner. This metal- and reagent-free C-H/N-H cross-coupling reaction exhibits a broad substrate scope and proceeds with high chemoselectivity. In the experiment, the researchers used many compounds, for example, 2-(Methylamino)nicotinonitrile (cas: 52583-87-6Category: pyridine-derivatives).
2-(Methylamino)nicotinonitrile (cas: 52583-87-6) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Category: pyridine-derivatives