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Condensation of 1-Substituted 1,2,3,9a-Tetrahydro-9H-imidazo[1,2-a]indol-2-one Derivatives with Aromatic Aldehydes
Authors:A Sackus  V Amankaviciene
Institution:(1) Department of Organic Chemistry, Faculty of Chemical Technology, Kaunas University of Technology, LT-3028 Kaunas, Lithuania
Abstract:Condensation of 1-alkyl-, 1-allyl-, and 1-benzyl-1,2,3,9a-tetrahydro-9H-imidazo1,2-a]indol-2-ones with benzaldehydes in acetic acid and subsequent treatment of the reaction mixture with potassium hydroxide afforded 1-substituted 9a-(2-phenylethenyl)-1,2,3,9a-tetrahydro-9H-imidazo1,2-a]indol-2-one derivatives. 1-Methyl- and 1-ethyl-9a-2-(4-dimethylaminophenyl)ethenyl]-1,2,3,9a-tetrahydro-9H-imidazo1,2-a]indol-2-ones were synthesized by alkylation of 9a-2-(4-dimethylaminophenyl)ethenyl]-1,2,3,9a-tetrahydro-9H-imidazo1,2-a]indol-2-one with methyl- and ethyl iodides in DMF in the presence of a strong base.
Keywords:9a-(2-phenylethenyl)-1  2  3  9a-tetrahydro-9H-imidazo[1  2-a]indol-2-one  1  2  3  9a-tetrahydro-9H-imidazo[1  2-a]indol-2-one  alkylation  condensation
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