194-03-6Relevant academic research and scientific papers
Thermal ring enlargement of aromatic cyclopentadienylidene iminyl radicals. Intramolecular radical addition to the N atom of nitriles results in high yields of aza-aromatics
Hofmann, Joerg,Schulz, Kathrin,Zimmermann, Gerhard
, p. 2399 - 2402 (2007/10/03)
It has been demonstrated that ketiminyl radicals, formed at high temperatures (1000 °C, 0.3 s) in oxygen-free nitrogen from phenylhydrazones of benz-anellated cyclopentadienones (fluorenone (9a), methanophenanthrenone (9b)), yield into phenanthridine (8a) and benzo[lmn]-phenanthridine (8b) in yields > 60%. The results point to a predominant addition of intermediately generated phenyl type radicals 5 to the N atom of the nitrile groups followed by bimolecular H-abstraction of the cyclic imidoyl radicals to 8.
