133522-73-3Relevant academic research and scientific papers
Domino Reactions. One-Pot Preparation of Fluorenoisoquinoline Derivatives from Conjugated Ketene Imines
Molina, Pedro,Alajarin, Mateo,Vidal, Angel,Fenau-Dupont, J.,Declerq, J. P.
, p. 4008 - 4016 (2007/10/02)
Iminophosphoranes 4, derived from ethyl α-azido-2-(allyloxy)-3-methoxycinnamates, react with ketenes to give the corresponding ketene imines, which by thermal treatment at 150-160 deg C undergo a consecutive electrocyclic ring closure/Claisen rearrangement/second ring closure/double aromatization process to give isoquinoline derivatives 7 and/or the previously unknown fluorenoisoquinolines 9 in moderate yields.Similarly, iminophosphoranes 14 derived from ethyl α-azido-2,3-disubstituted-4-(allyloxy)cinnamates reacted with diphenyl ketene to give the intermediate ketene imines, which at 150-160 deg C undergo a cascade of pericyclic reactions to give the isoquinolines 15 and the pentacyclic compounds 16 in moderate yields.
