Efficient synthesis of alkoxyanthraquinones from fluoroanthraquinones and their preliminary electrochemistry

…, RC Lawson, J De Mendoza, T Torres

Index: Echegoyen, L.; Hafez, Yehia; Lawson, Raphael C.; Mendoza, J. de; Torres, T. Journal of Organic Chemistry, 1993 , vol. 58, # 8 p. 2009 - 2012

Full Text: HTML

Citation Number: 26

Abstract

The reaction of 1, 8-dichloroanthraquinone with CsF in DMSO under anhydrous conditions affords improved yields of the corresponding difluoro derivative 2. Nucleophilic displacement reactions using simple alkoxide nucleophiles or crown ether derivatives on 2 allows the preparation of 1, 8-dialkoxyanthraquinones 5-10 in good to excellent yields. Compounds 8 and 10 exhibit enhanced sodium binding properties upon reduction to the ...