The formation of 2H-chromenes under the reaction of cyclocondensation by the dependence of substituent’s nature
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2023-03-22 18:21
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ZVEAGHINTSEVA, Marina, STYNGACH, Evgenia, MAKAEV, Fliur. The formation of 2H-chromenes under the reaction of cyclocondensation by the dependence of substituent’s nature. In: Achievements and perspectives of modern chemistry, 9-11 octombrie 2019, Chişinău. Chisinau, Republic of Moldova: Tipografia Academiei de Ştiinţe a Moldovei, 2019, p. 250. ISBN 978-9975-62-428-2.
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Achievements and perspectives of modern chemistry 2019
Conferința "International Conference "Achievements and perspectives of modern chemistry""
Chişinău, Moldova, 9-11 octombrie 2019

The formation of 2H-chromenes under the reaction of cyclocondensation by the dependence of substituent’s nature


Pag. 250-250

Zveaghintseva Marina, Styngach Evgenia, Makaev Fliur
 
Institute of Chemistry
 
 
Disponibil în IBN: 12 noiembrie 2019


Rezumat

In recent years, 1,2,4-triazole derivatives have entered confidently the list of drugs for medical practice. On the other hand, many natural compounds contain chromenes and being the object of close attention from scientists like substances exhibiting biological activity as well, as their synthetic analogs [1]. To furnish, so-called, the "hybride" compound with some units from different classes is a very interesting challenge. The aldol condensation of 1,2,4-triazolyl ketone 1a with salicylic aldehyde leads to N-vinyltriazolyl ketone but the subsequent cyclocondensation does compound 3a [2] – a "hybride" substance with 1,2,4-triazole and 2H-chromene moieties.formulaIt is worth noting, that the presence of an electron-donating group in initial triazolyl ketone contributes the formation of N-vinyltriazolyl ketone (see scheme), but to generate the succeeding cyclocondensation, unfortunately, is not enough. If there is an electron-withdrawing group, the same reaction does the mixture of products. The identification of such obtained compounds was carried out by NMR-spectroscopy. The signal of carbonyl group in 13C spectra ranged 190-200 ppm for vinyltriazolyl ketones and signal ranged 95-105 ppm for hydroxyl in 2H-chromenes clearly indicate the structure of synthesized compounds.