caa a22 4500 445875836 CHVBK 20180317145527.0 cr unu---uuuuu 170323e20110901xx s 000 0 eng 10.1007/s10593-011-0829-6 doi (NATIONALLICENCE)springer-10.1007/s10593-011-0829-6 Synthesis of azepino[1,2- a ]benzimidazoles and imidazo[1,2- a ]azepines [Elektronische Daten] [L. Potikha, A. Turelyk, V. Kovtunenko] Fusion of 4-bromo-1,3-diphenyl-2-buten-1-ones (γ-bromodypnones) with 1,2-dimethyl-1H-benzimidazole and further treatment of the reaction product with a base (morpholine) gives 7,9-diaryl-5-methyl5,10-dihydroazepino[1,2-a]benzimidazol-11-ium bromides. The reaction of γ-bromodypnone with 1-alkyl-2-methyl-1H-imidazoles in benzene at 25°C gives quaternary azolium salts. Upon heating their solutions in alcohol in the presence of K2CO3 the latter cyclize to 1-R-6,8-diaryl-1,5-dihydroimidazo[1,2-a]azepin-4-ium bromides or 1-R-6,8-diaryl-1H-imidazo[1,2-a]azepines depending on the nature of the substituent in the benzene rings and the substituent at the N(1) atom of the imidazole. Springer Science+Business Media, Inc., 2011 azepino[1,2- a ]benzimidazole nationallicence γ-bromodypnone nationallicence imidazo[1,2- a ]azepine nationallicence cyclization nationallicence Potikha L. Taras Shevcheko National University, 64 Volodymyrska St., 01033, Kiev, Ukraine aut Turelyk A. Taras Shevcheko National University, 64 Volodymyrska St., 01033, Kiev, Ukraine aut Kovtunenko V. Taras Shevcheko National University, 64 Volodymyrska St., 01033, Kiev, Ukraine aut Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 47/6(2011-09-01), 745-754 0009-3122 47:6<745 2011 47 10593 https://doi.org/10.1007/s10593-011-0829-6 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/s10593-011-0829-6 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Potikha L. Taras Shevcheko National University, 64 Volodymyrska St., 01033, Kiev, Ukraine aut NATIONALLICENCE 700 1- Turelyk A. Taras Shevcheko National University, 64 Volodymyrska St., 01033, Kiev, Ukraine aut NATIONALLICENCE 700 1- Kovtunenko V. Taras Shevcheko National University, 64 Volodymyrska St., 01033, Kiev, Ukraine aut NATIONALLICENCE 773 0- Chemistry of Heterocyclic Compounds Springer US; http://www.springer-ny.com 47/6(2011-09-01), 745-754 0009-3122 47:6<745 2011 47 10593 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer