- Turkish Journal of Chemistry
- Vol: 42 Issue: 3
- Efficient reductive Claisen rearrangement of prop-2'-enyloxyanthraquinones and 2'-chloroprop-2'-enyl...
Efficient reductive Claisen rearrangement of prop-2'-enyloxyanthraquinones and 2'-chloroprop-2'-enyloxyanthraquinones with iron powder in ionic liquids
Authors : Samaneh Nadali, Ali Khoshroo, Ghasem Aghapour
Pages : 883-895
View : 7 | Download : 6
Publication Date : 9999-12-31
Article Type : Makaleler
Abstract :A rapid and selective iron-mediated reductive Claisen rearrangement of various prop-2'-enyloxyanthraquinones and 2'-chloroprop-2'-enyloxyanthraquinones to 1-hydroxy-2-(prop-2'-enyl)anthraquinones and anthrafurandiones is presented. All reactions are carried out in a mixture of ionic liquids, [Bzmim]Cl (1-benzyl-3-methylimidazolium chloride) and [Hmim]BF$_{4}$ (1-methylimidazolium tetrafluoroborate), in short reaction times (5-35 min). Our study showed that 1-(prop-2'-enyloxy)anthraquinone is more active than 1-(2'-chloroprop-2'-enyloxy)anthraquinone to perform this rearrangement.Keywords : 2'-Chloroprop-2'-enyloxyanthraquinone, anthrafurandione, Claisen rearrangement, iron, ionic liquid