54981-98-5Relevant academic research and scientific papers
Hydrazinolysis of 2-Phenyl-2-(phthalimidoalkyl)indan-1,3-diones
Crabb, Trevor A.,Patel, Ansuya,Newton, Roger F.,Cholerton, Trevor J.
, p. 191 - 196 (2007/10/02)
Hydrazinolysis of 2-phenyl-2-(3-phthalimidopropyl)indan-1,3-dione gave 1,2,3,10b-tetrahydro-10b-hydroxy-1-phenylpyridoisoindol-6(4H)-one (11) (major product), and 2,3,4,4a-tetrahydro-4a-phenylindenopyridin-5-one (14) (minor product).Hydrazinolysis of the butyl analogue gave 2,3,4,5-tetrahydro-5a-phenylindeno azepin-6(5aH)-one (15) (major product) and 2,3,4,5-tetrahydro-1-phenylazepinoisoindol-7-one (18) (minor product).The pyridoisoindol-6-one (11) and the azepinoisoindol-7-one (18) arise via ring expansion of the carbinolamines from the 2-(2-aminoalkyl)-2-phenylindan-1,3-diones to give 2,3,4,5-tetrahydro-7-hydroxy-6-phenylbenzazonin-1-one and 3,4,5,6-tetrahydro-8-hydroxy-7-phenylbenzazecin-1(2H)-one respectively which undergo transannular cyclisation.
