54985-87-4Relevant academic research and scientific papers
o.FORMYLARYLAZOMETHYLENETRIPHENYLPHOSPHORANES: A FACILE THERMALLY PROMOTED REARRANGEMENT TO 3-OXO-INDAZOLINE AND 4-OXO-DIHYDROQUINAZOLINE DERIVATIVES
Alemagna, A.,Buttero, P. del,Licandro, E.,Maiorana, S.,Papagni, A.
, p. 3321 - 3330 (2007/10/02)
The o.formylarylazomethylenetriphenylphosphoranes carrying an electron withdrawing group on the ylidic carbon undergo thermal intramolecular cyclization to 3-oxo-indazolin-2-yl-methylenephosphorane derivatives.The latter compounds, and their 1-alkyl derivatives, in turn, undergo thermal and/or acid catalyzed rearrangement to 4-oxo-1,4-dihydroquinazoline derivatives and PPh3.Some possible reaction mechanisms are discussed, and some synthetic applications of the above reactions are shown.
