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7,8,9,10-Tetrahydropyrrolo[2,1-a]isoquinolines in the search for new indolizine derivatives
Authors:Mino R. Caira  Marcel Mirel Popa  Constantin Draghici  Loredana Barbu  Denisa Dumitrescu  Florea Dumitrascu
Affiliation:1. Department of Chemistry, University of Cape Town, Rondebosch 7701, South Africa;2. Center for Organic Chemistry C.D. Nenitescu, Romanian Academy, Spl. Independentei 202B, Bucharest 060023, Romania;3. Faculty of Applied Chemistry and Materials Science, ‘Politehnica’ University of Bucharest, Polizu Street 1-7, 011061 Bucharest, Romania;4. Faculty of Pharmacy, ‘Ovidius’ University, Aleea Universitatii nr.1, Campus Corp B, Constantza 900470, Romania
Abstract:7,8,9,10-Tetrahydropyrrolo[2,1-a]isoquinolines were obtained by 1,3-dipolar cycloaddition reactions of their corresponding N-ylides with olefinic (acrylonitrile) and symmetrical or non-symmetrical acetylenic dipolarophiles (methyl/ethyl propiolate, dimethyl acetylenedicarboxylate). Also, stable 5,6,7,8-tetrahydroisoquinolinium dicyanomethylide was isolated and characterized by X-ray diffraction analysis.
Keywords:Indolizine   1,3-Dipolar cycloaddition   Pyrrolo[2,1-a]isoquinoline   Dicyanomethylide   X-ray diffraction
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