2-[6-ALKYL-3-HETARYL-4-OXO-9,10-DIHYDRO-4H,8H-CHROMENO[8,7-<i>e</i>][1,3]OXAZIN-9-YL]ACETIC ACIDS

Authors

  • Н. В. Горбуленко Taras Shevchenko Kiev National University, Kiev 01033
  • Т. М. Ткачук Taras Shevchenko Kiev National University, Kiev 01033
  • Т. В. Шокол Taras Shevchenko Kiev National University, Kiev 01033
  • В. В. Семенюченко Taras Shevchenko Kiev National University, Kiev 01033
  • А. В. Туров Taras Shevchenko Kiev National University, Kiev 01033
  • В. П. Хиля Taras Shevchenko Kiev National University, Kiev 01033

DOI:

https://doi.org/10.1007/7520

Keywords:

amino acids, 3-hetaryl-7-hydroxychromones, 3-hetaryl-4-oxo-9, 10-dihydro-4H, 8H-chromeno[8, 7-e][1, 3]oxazines, Mannich reaction, formaldehyde

Abstract

The interaction has been studied of a series of substituted 3-hetaryl-7-hydroxychromones with amino acids and formaldehyde (reactants ratio 1 : 1 : 2 respectively). In the case of glycine and Het = 3-isoxazolyl the product of aminomethylation at position 8 of the chromone was obtained, and with other Het (including Het = 4-phenyl-1,2,4-triazol-3-yl)  2-[6-alkyl-3-hetaryl-4-oxo-9,10-dihydro-4H,8H-chromeno[8,7-e][1,3]-
oxazin-9-yl]acetic acids were formed. With  β-alanine and Het = 4-phenyl-1,2,4-triazol-3-yl the corresponding  β-substituted propionic acid was synthesized, but proline did not participate in the reaction, leading to bis(6-ethyl-3-hetaryl-7-hydroxychromon-8-yl)methane.

How to Cite
Gorbulenko, N. V.; Tkachuk, T. M.; Shokol, T. V.; Semeniuchenko, V. V.; Turov, A. V.; Khilya, V. P.  Chem. Heterocycl. Compd. 2007, 43, 569. [Khim. Geterotsikl. Soedin. 2007, 683.]

For this article in the English edition see DOI 10.1007/s10593-007-0091-0


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Published

2023-03-16

Issue

No. 5 (2007)

Section

Original Papers