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2-[6-Alkyl-3-hetaryl-4-oxo-9,10-dihydro-4H,8H-chromeno-[8,7-e][1,3]oxazin-9-yl]acetic acids
Authors:N. V. Gorbulenko  T. M. Tkachuk  T. V. Shokol  V. V. Semeniuchenko  A. V. Turov  V. P. Khilya
Affiliation:(1) Taras Shevchenko Kiev National University, Kiev, 01033, Ukraine
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. __________ Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 683–689, May, 2007.
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
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