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Serendipitous synthesis of a cyclic formamidine. Application to the synthesis of polyazamacrocycles
Institution:1. “Politehnica” University of Bucharest, Faculty of Applied Chemistry and Material Science, Department of Organic Chemistry, Spl. Independenţei 313, 060042 Bucharest, Romania;2. The Scripps Research Institute, Department of Chemistry, 10550N Torrey Pines Road, La Jolla, CA 92037 USA
Abstract:An unexpected synthesis of 4,5,6,7,8,9-hexahydro-1,3-diazonine, using hexamethylenediamine and dimethylformamide, is presented. The cyclization process was explained as a two-step process involving formylation and subsequent intramolecular condensation. The scope of this process was demonstrated through the synthesis of two other nitrogen-containing macroheterocycles.
Keywords:Dimethylformamide  Hexahydro-1  3-diazonine  Formylation  Intramolecular condensation  Polyazamacrocycles  Diméthylformamide  Hexahydro-1  3-diazonine  Formylation  Condensation intramoléculaire  Polyazamacrocycles
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