Study of chemical behaviors of 4-hydroxycumarin in alkali media: dicumarols or dihydro-4H-furo[3,2-c]chromenes?
Özet
A novel method for one-pot reaction of 4-hydroxycoumarin with various aldehydes and trimethylamine (Et3N) leads to dicumarols and quaternary dicumarol-triethylammonium salts in the presence of cyanogen bromide (BrCN). The same reactions were proceeded in the presence of sodium ethoxide (EtONa) that leads to dicumarols in good to excellent yields at room temperature. Exceptionally, 4-hydroxybenzaldehyde in the reaction with 4-hydroxycoumarin and BrCN in the presence of EtONa led to selective and efficacious formation of dihydro-4H-furo [3,2-c] chromene derivative, under the same condition. All structures elucidation was characterized by H-1, C-13 NMR, FT-IR spectroscopy. Furocumarin derivative was also specified by X-ray crystallography technique.
Anahtar kelimeler
Atıf için künye
Imani, M., Pesyan, N. N., Aalinejad, M., & Şahin, E. (2022). Study of chemical behaviors of 4-hydroxycumarin in alkali media: dicumarols or dihydro-4H-furo[3,2-c]chromenes? Journal of the Iranian Chemical Society, 19(8), 3397–3405. https://doi.org/10.1007/s13738-022-02533-8
BibTeX
@article{imani2022-66558,
author = {Imani, Masoumeh and Pesyan, Nader Noroozi and Aalinejad, Michael and Şahin, Ertan},
title = {Study of chemical behaviors of 4-hydroxycumarin in alkali media: dicumarols or dihydro-4H-furo[3,2-c]chromenes?},
journal = {Journal of the Iranian Chemical Society},
year = {2022},
volume = {19},
number = {8},
pages = {3397--3405},
issn = {1735-207X},
doi = {10.1007/s13738-022-02533-8},
url = {https://akademik.atauni.edu.tr/yayinlar/66558-study-of-chemical-behaviors-of-4-hydroxycumarin-in-alkali-media-dicumarols-or}
}