Synthesis of 2,3-dihydro-3-hydroxy-2-(pyrrol-1-ylmethyl)-1H-isoindol-1-one. An intermediate for the synthesis of tetracyclic systems |
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Authors: | Anna Korenova Pierre Netchitailo Bernard Decroix |
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Abstract: | N-Chloromethylphthalimide 1 and the potassium salt of pyrrole gave N-(pyrrol-1-ylmethyl)pbthalimide 2 . Reduction of 2 led to the hydroxyisoindolone 3 . This hydroxylactam cyclized under acidic conditions to lead to a pyrroloimidazoloisoindolone 4 via an acyliminium ion. Transformation of 3 with acetic acid derivatives provided 5, 7 and 9 which gave by intramolecular cyclization, tetracyclic compounds 6, 10 and 11 . |
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