cheminform abstract: regiodirected synthesis of polyfluoroalkylated pyrimido[1,2-a]benzimidazoles

ChemInform 2012, 43, issue 44 © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Fused pyrimidine derivatives R 0515 DOI: 10.1002/chin.201244164 Regiodirected Synthesis of Polyfluoroalkylated Pyrimido[1,2-a]benzimidazoles. — The nature of the solvent used and the length of the fluoroalkyl-substituent in 3-oxo-3-polyfluoroalkyl-2-ethoxymethylidenepropionates prove to be the main fea- tures which determine the regioselectivity in the reaction of aminobenzimidazole (II) with the propionates mentioned above. Appropriate conditions for the regiodirected cyclization of propionates (I) and (Va) possessing a "short" fluoroalkyl substituent are es- tablished. Similar regioselective cyclization of heptafluoropropyl-containing ester (Vb) fails. — (GORYAEVA, M. V.; BURGART, Y. V.; SALOUTIN*, V. I.; CHUPAKHIN, O. N.; Chem. Heterocycl. Compd. (N. Y.) 48 (2012) 2, 372-376, http://dx.doi.org/10.1007/s10593-012-1000-8 ; Postovsky Inst. Org. Synth., Russ. Acad. Sci., Ekaterinburg 620219, Russia; Eng.) — C. Cyrus 44- 164

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Page 1: ChemInform Abstract: Regiodirected Synthesis of Polyfluoroalkylated Pyrimido[1,2-a]benzimidazoles

Fused pyrimidine derivativesR 0515 DOI: 10.1002/chin.201244164

Regiodirected Synthesis of Polyfluoroalkylated Pyrimido[1,2-a]benzimidazoles. — The nature of the solvent used and the length of the fluoroalkyl-substituent in 3-oxo-3-polyfluoroalkyl-2-ethoxymethylidenepropionates prove to be the main fea-tures which determine the regioselectivity in the reaction of aminobenzimidazole (II) with the propionates mentioned above. Appropriate conditions for the regiodirected cy-clization of propionates (I) and (Va) possessing a "short" fluoroalkyl substituent are es-tablished. Similar regioselective cyclization of heptafluoropropyl-containing ester (Vb) fails. — (GORYAEVA, M. V.; BURGART, Y. V.; SALOUTIN*, V. I.; CHUPAKHIN, O. N.; Chem. Heterocycl. Compd. (N. Y.) 48 (2012) 2, 372-376, http://dx.doi.org/10.1007/s10593-012-1000-8 ; Postovsky Inst. Org. Synth., Russ. Acad. Sci., Ekaterinburg 620219, Russia; Eng.) — C. Cyrus

44- 164

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