4<i>H</i>-CHROMENES AS 1,3-BIELECTROPHILES IN THE REACTION WITH 2-AMINOBENZIMIDAZOLE: SYNTHESIS OF PYRIMIDO[1,2-<i>a</i>]BENZIMIDAZOLES

Authors

  • Виталий А. Осянин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Дмитрий В. Осипов Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Кирилл С. Корженко Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia
  • Олег П. Демидов North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Юрий Н. Климочкин Samara State Technical University, 244 Molodogvardeyskaya St., Samara 443100, Russia

DOI:

https://doi.org/10.1007/6030

Keywords:

2-aminobenzimidazole, β-carbonyl-substituted 1H-benzo[f]chromenes, 4H-chromenes, pyrimido[1, 2-a]benzimidazoles, aza-Michael reaction, [3 3] cyclocondensation.

Abstract

A method for the preparation of pyrimido[1,2-a]benzimidazoles containing a 2-hydroxybenzyl or (2-hydroxynaphthalen-1-yl)methyl group at position 3 was proposed based on the reaction of β-carbonyl-substituted 4H-chromenes and their benzo analogs with 2aminobenzimidazole. In the case of chromenes substituted in the methylene fragment, 7,13a-dihydro-5H-benzo[5',6']chromeno-[3',2':5,6]pyrimido[1,2-a]benzimidazoles were isolated.

 

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Published

2021-05-26

Issue

Vol. 57 No. 5 (2021)

Section

Original Papers