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

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Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :A rapid and selective iron-mediated reductive Claisen rearrangement of various prop-2`-enyloxyanthraquinones and 2`-chloroprop-2`-enyloxyanthraquinones to 1-hydroxy-2-insert ignore into journalissuearticles values(prop-2`-enyl);anthraquinones and anthrafurandiones is presented. All reactions are carried out in a mixture of ionic liquids, [Bzmim]Cl insert ignore into journalissuearticles values(1-benzyl-3-methylimidazolium chloride); and [Hmim]BF$_{4}$ insert ignore into journalissuearticles values(1-methylimidazolium tetrafluoroborate);, in short reaction times insert ignore into journalissuearticles values(5-35 min);. Our study showed that 1-insert ignore into journalissuearticles values(prop-2`-enyloxy);anthraquinone is more active than 1-insert ignore into journalissuearticles values(2`-chloroprop-2`-enyloxy);anthraquinone to perform this rearrangement.
Keywords : 2` Chloroprop 2` enyloxyanthraquinone, anthrafurandione, Claisen rearrangement, iron, ionic liquid