| Autor: |
Mertsalov, Dmitriy F., Shchevnikov, Dmitriy M., Lovtsevich, Lala V., Novikov, Roman A., Khrustalev, Victor N., Grigoriev, Mikhail S., Romanycheva, Anna A., Shetnev, Anton A., Bychkova, Olga P., Trenin, Alexey S., Zaytsev, Vladimir P. |
| Předmět: |
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| Zdroj: |
New Journal of Chemistry; 8/7/2024, Vol. 48 Issue 29, p12947-12959, 13p |
| Abstrakt: |
N-Furfuryl allylamines react with a broad range of isocyanates, isothiocyanates, isoselenocyanates with the formation of a 3a,6-epoxyisoindole core in one synthetic stage. The interaction sequence involves two consecutive steps: the nucleophilic addition reaction and the intramolecular Diels–Alder furane (IMDAF) reaction. The scope and limitations of the proposed method were thoroughly investigated, and it was revealed that the key [4+2] cycloaddition step proceeds through an exo-transition state, giving rise to the exclusive formation of a single diastereomer of the target heterocycle. Dynamic temperature NMR analysis allowed to fully investigating a case of coalescence of NMR signals and determined the coalescence temperature during the transition O → Se. The antimicrobial properties of the obtained compounds against sensitive strains of yeast Candida albicans, fungus Aspergillus niger and bacteria including Staphylococcus aureus, Micrococcus luteus, Pseudomonas fluorescens were identified. [ABSTRACT FROM AUTHOR] |
| Databáze: |
Complementary Index |
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