Gillespie, James E. published the artcileRegioselective Radical Arene Amination for the Concise Synthesis of ortho-Phenylenediamines, COA of Formula: C7H6N2, the main research area is ortho phenylenediamine preparation regioselective radical arene amination; monoalkyl amine benzimidazole benzotriazole preparation; anionic substrate radical cation regioselective radical amination.
The formation of arene C-N bonds directly from C-H bonds is of great importance and there has been rapid recent development of methods for achieving this through radical mechanisms, often involving reactive N-centered radicals. A major challenge associated with these advances is that of regiocontrol, with mixtures of regioisomeric products obtained in most protocols, limiting broader utility. We have designed a system that utilizes attractive noncovalent interactions between an anionic substrate and an incoming radical cation in order to guide the latter to the arene ortho position. The anionic substrate takes the form of a sulfamate-protected aniline and telescoped cleavage of the sulfamate group after amination leads directly to ortho-phenylenediamines, key building blocks for a range of medicinally relevant diazoles. Our method can deliver both free amines and monoalkyl amines allowing access to unsym., selectively monoalkylated benzimidazoles and benzotriazoles. As well as providing concise access to valuable ortho-phenylenediamines, this work demonstrates the potential for utilizing noncovalent interactions to control positional selectivity in radical reactions.
Journal of the American Chemical Society published new progress about Amination. 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, COA of Formula: C7H6N2.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts