25871-20-9Relevant academic research and scientific papers
Polar effects in free-radical reactions. A novel homolytic acylation of heteroaromatic bases by aerobic oxidation of aldehydes, catalysed by N-hydroxyphthalimide and Co salts
Minisci, Francesco,Recupero, Francesco,Cecchetto, Andrea,Punta, Carlo,Gambarotti, Cristian,Fontana, Francesca,Pedulli, Gian Franco
, p. 325 - 328 (2003)
A new process for the homolytic acylation of protonated heteroaromatic bases is described; an N-oxyl radical (PINO) generated from N-hydroxyphthalimide by air oxygen and Co(II) abstracts a hydrogen atom from an aldehyde. The resulting nucleophilic acyl radical adds to a heteroaromatic base, which is then rearomatised in a chain process. Quinazoline has an anomalous behaviour, giving 3H-quinazolin-4-one as the only reaction product.
