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Chemistry of Heterocyclic Compounds

, Volume 52, Issue 8, pp 592–600 | Cite as

Synthesis and properties of 2-benzylidene-8,9-dihydro-7H-furo[2,3-f][1,3]benzoxazin-3(2H)-one derivatives

  • Antonina V. Popova
  • Svitlana P. Bondarenko
  • Mykhaylo S. FrasinyukEmail author
Article

Aminomethylation of 6-hydroxyaurones with primary amines was used to synthesize 2-benzylidene-8,9-dihydro-7H-furo[2,3-f][1,3]-benzoxazin-3(2H)-one derivatives, while opening of 1,3-oxazine ring in the presence of acid gave secondary amines containing a 6-hydroxyaurone moiety. Acetylation of 2-benzylidene-8,9-dihydro-7H-furo[2,3-f][1,3]benzoxazin-3(2H)-ones was also accompanied by opening of 1,3-oxazine ring.

Keywords

aurone furo[2,3-f][1,3]benzoxazin-3(2H)-one primary amine aminomethylation Mannich base 

Supplementary material

10593_2016_1937_MOESM1_ESM.pdf (12.4 mb)
ESM 1 (PDF 12655 kb)

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • Antonina V. Popova
    • 1
  • Svitlana P. Bondarenko
    • 2
  • Mykhaylo S. Frasinyuk
    • 1
    Email author
  1. 1.Institute of Bioorganic Chemistry and PetrochemistryNational Academy of Sciences of UkraineKyivUkraine
  2. 2.National University of Food TechnologiesKyivUkraine

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