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Chemistry of Heterocyclic Compounds

, Volume 54, Issue 12, pp 1121–1126 | Cite as

Synthesis of β-(о-hydroxybenzyl)pyridines by three-component condensation of ammonia, carbonyl-substituted 4Н-chromenes, and СН acids

  • Dmitry V. Osipov
  • Vitaly A. OsyaninEmail author
  • Yuri N. Klimochkin
Article
  • 29 Downloads

A series of pyridine derivatives containing a 2-hydroxybenzyl or (2-hydroxynaphthalen-1-yl)methyl substituent were obtained by treating carbonyl-substituted 4Н-chromenes and 1Н-benzo[f]chromenes with ammonia and 1,3-dicarbonyl compounds or aromatic ketones as a result of the carbo-Michael reaction, chromane ring opening, and cyclodehydration.

Keywords

3-acyl-4Н-chromenes 1,3-dicarbonyl compounds 7,8-dihydroquinolin-5(6Н)-ones enaminones Michael reaction multicomponent reactions 

Notes

This work was performed with financial support from the Russian Science Foundation (grant 17-73-10400, for investigating the properties of push-pull chromenes) and Russian Foundation for Basic Research in cooperation with the administration of the Samara Region (grant 17-43-630838 r_a, preparation of trifluoromethyl-substituted heterocycles).

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Dmitry V. Osipov
    • 1
  • Vitaly A. Osyanin
    • 1
    Email author
  • Yuri N. Klimochkin
    • 1
  1. 1.Samara State Technical UniversitySamaraRussia

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