100866-78-2Relevant academic research and scientific papers
Pyrroloisoquinoline-5,10-diones and Indolizine-5,8-diones
Cornforth, John,Ming-hui, Du
, p. 1463 - 1467 (2007/10/02)
The synthesis of pyrroloisoquinolinediones from phthalic anhydride and pyrrolylmagnesium halides has been improved.A new synthesis, by cyclization of the novel 1-(2-carboxybenzoyl)pyrroles, was generally preferable.From pyrrolylmagnesium bromide and dimethylmaleic anhydride, followed by cyclization, 6,7-dimethylindolizine-5,8-dione was obtained.The process failed with maleic anhydride.Pyrroloisoquinoline-5,10-dione could be dinitrated in the pyrrolo ring (with some oxidation to isoquinoline-1,3,4-trione), reduced to 10-hydroxy-3,5-dihydropyrroloisoquinolin-5-one by zinc and acetic acid, and hydrogenated over palladium on carbon to 10-hydroxy-1,2,3,5-tetrahydropyrroloisoquinolin-5-one.The dihydro derivative reverted in air to the dione.
