24672-87-5Relevant articles and documents
Intramolecular cycloadditions with isobenzofurans - X. A novel synthesis of annulated hydroquinolines
Peters, Olaf,Friedrichsen, Willy
, p. 8581 - 8582 (1995)
The intramolecular Diels-Alder reaction of 1-amino substituted isobenzofuran 3 leads to hydrobenzo[h] quinolines (5,6).
Intramolecular cycloadditions with 1-aminoisobenzofurans: a simple entry into the field of polycyclic aza-compounds
Peters, Olaf,Debaerdemaeker, Tony,Friedrichsen, Willy
, p. 59 - 70 (2007/10/03)
Starting with 6-methoxyisochromane-1,3-dione (1) isobenzofuran 5 was generated in situ using the Hamaguchi-Ibata methodology. Intramolecular cycloaddition with subsequent transformations provides benzoquinolines of type 7, 8 and 9. In a similar manner 11-azasteroid analogues (22-26) were obtained, starting with 1 and amine 18. Density functional theoretical (DFT) studies of various inter- and intramolecular Diels-Alder reactions are reported.