76306-71-3Relevant academic research and scientific papers
Unusual Products in Bischler-Napieralski Reaction
Narasimhan, N. S.,Wadia, M. S.,Shete, N. R.
, p. 556 - 560 (2007/10/02)
Bischler-Napieralski cyclisation of the benzoyl and acetyl derivatives (I and II) using PCl5 gives the dihydroisoquinolines only when these derivatives have no dimethoxy or methylenedioxy substituents in the α-phenyl ring.All the formyl derivatives (III), however, give the dihydroisoquinolines in good yield.Stilbenes (VII), meso-stilbene dichlorides (VIII) and the hydrindane derivative (X) are obtained as neutral products in the above reactions, sometimes as the sole products.The results clearly demonstrate the occurrence of side raections in this cyclisation reaction even when there are activating groups favouring cycldehydration.
