Citterio, Attilio; Gentile, Anna; Minisci, Francesco; Serravalle, Marco; Ventura, Susanna published the artcile< Polar effects in free-radical reactions. Carbamoylation and α-N-amidoalkylation of heteroaromatic bases by amides and hydroxylamine-O-sulfonic acid>, Electric Literature of 5182-90-1, the main research area is heterocycle carbamoylation amidoalkylation mechanism.
NH3+·, formed in the decomposition of H3N+OSO3- by Fe2+, generates carbamoyl and α-N-amidoalkyl radicals by H abstraction from formamide, alkylformamides, and N-alkylacetamides. Both carbamoyl and α-N-amidoalkyl radicals have a clear-cut nucleophilic character and selectively attack protonated heteroaromatic bases, e.g., 4-methylquinoline or quinoxaline, in the α-position or are oxidized by Fe(III) salts. Redox chain mechanisms are involved. The importance of the polar effects in the H abstraction, aromatic substitution, and oxidation by Fe(III) salt is discussed.
Journal of Organic Chemistry published new progress about Amidoalkylation. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Electric Literature of 5182-90-1.
Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider