A novel method for the synthesis of pyrido[1,2-b][2]benzazepines on the basis of 2-(bromomethyl)benzophenones and 2-(bromomethyl)benzaldehyde

Autor: L. M. Potikha, V. A. Kovtunenko, V. V. Sypchenko
Rok vydání: 2020
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds. 56:1454-1459
ISSN: 1573-8353
0009-3122
Popis: A novel method for the synthesis of pyrido[1,2-b][2]benzazepine derivatives is based on the reaction of 2-(bromomethyl)benzophenones and 2-(bromomethyl)benzaldehyde with 2-methylpyridines. The route of synthesis of 6H-pyrido[1,2-b][2]benzazepinium salts includes several steps with the possibility of isolating intermediate 1-benzyl-2-methylpyridinium and 11-aryl-11-hydroxy-11,12-dihydro-6Hpyrido[1,2-b][2]benzazepinium bromides. The efficiency of dehydration of intermediate carbinols increases with the use of protic solvents, an increase in heating time, and in the presence of electron-withdrawing substituents in the benzazepine moiety. The structure of the reaction products was proved by mass spectrometry, IR and one- and two-dimensional correlation NMR spectroscopy.
Databáze: OpenAIRE
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