38489-93-9Relevant articles and documents
Formation of the 5-Benzonaphthopyran System during an Attempted Benzophenanthridine Synthesis
Cushman, Mark,Dikshit, Dinesh K.
, p. 5064 - 5067 (1980)
The condensation of the Schiff base 6 with the homophthalic anhydride 7 was used during elaboration of a compound, 9, suitable for closure of the B ring of the benzophenanthridine system.However, treatment of 9 with sodium hydride in THF resulted in formation of 3,4-dimethoxy-5-oxo-7-cyano-9,10-(methylenedioxy)-5-benzonaphthopyran (10) instead of the Dieckmann-Thorpe cyclization product 2.
Synthesis of 4-Aryl-2-benzazepine-1,5-diones by Photocyclization of N-(2-Arylethyl)phthalimides
Paleo, M. Rita,Dominguez, Domingo,Castedo, Luis
, p. 3627 - 3638 (2007/10/02)
The photocyclization of N-(2-arylethyl)phthalimides to 4-aryl-2-benzazepine-1,5-diones is described.We found that the presence of electron donating substituents on the aryl ring (as in 10a and b) is necessary for the cyclization process to occur.The procedure also allowed synthesis of 2-benzazepinediones with a carboxylate group at C3 (11c and d) which were obtained as 1:1 mixture of diastereoisomers.The results of irradiating phthalimides 12, which bear an oxygenated substituent at the benzylic position, depended on the nature of the substituent.Attempts to photocyclize N-(indan-2-yl)phthalimides 16 and the electron-rich phthalimide 23 failed.