Studies On Acid-catalyzed Cyclocondensation Reaction Of 3-Hydroxy-2-arylisoindol-1-ones With 1, 3-Dicarbonyl Compounds

N-acyliminium ions are very important intermediates in organic synthesis, mainly used to build nitrogen-containing heterocyclic compounds.In this paper,We focus on one-pot synthesis of isoindolo[2,1-a]quinolin-11-ones by cyclocondensation of 3-hydroxy-2-arylisoindol-l-ones with 1,3-dicarbonyls in a two-step reaction catalyzed by H₃PO₄/P₂O5 via coupling of N-acyliminium ion intermediates with 1,3-dicarbonyls and subsequent intramolecular cyclocondensation reactions.In chapter 1,basic knowledge of N-acyliminium ions was reviewed,in terms of the activities,precursors preparation and intermolecular reaction of N-acyliminium ions in detail.In chapter 2,the acid-catalyzed cyclocondensation reactions of carbonyls and aromatic compounds to generate heterocyclic compounds were introduced.In chapter 3,the one-pot reactions of 3-hydroxy-2-arylisoindol-1-ones with 1,3-dicarbonyls such as ethyl acetoacetate,acetyl acetone and benzoyl acetone to synthesis isoindolo[2,1-a]quinolin-11-ones derivatives in presence of H₃PO₄/P₂O₅ or H₃PO₄/H₂SO₄ were reported.