- Journal of the Turkish Chemical Society Section A: Chemistry
- Vol: 9 Issue: 1
- Synthesis of Geranyloxycoumarin Derivatives under Mild Conditions Using Cs2CO3
Synthesis of Geranyloxycoumarin Derivatives under Mild Conditions Using Cs2CO3
Authors : Sumi Hwang, Eonjoo Roh
Pages : 57-66
Doi:10.18596/jotcsa.996363
View : 5 | Download : 1
Publication Date : 2022-02-28
Article Type : Research
Abstract :In this study, the synthesis of various geranyloxycoumarin derivatives from hydroxycoumarin was obtained in good yield under mild conditions using Cs2CO3. In the synthesis of geranyloxycoumarin derivatives, when 4-hydroxycoumarin reacts with geranyl bromide under mild conditions due to tautomeric keto-enol forms, 4-geranyoxycoumarin (3a), C-alkylated coumarin (3aa) and structure 3ab formed by hydrolysis and decarboxylation from 3aa were formed products. In addition, the alkylation reaction of 3-OH, 5-OH, 6-OH, 7-OH, and 8-OH coumarin except 4-OH group produced a high yield.Keywords : geranyloxycoumarin derivatives, 4-hydroxycoumarin, tautomeric keto-enol forms, coumarin compounds, geranyl bromide