Efficient synthesis of alkoxyanthraquinones from fluoroanthraquinones and their preliminary electrochemistry
摘要:
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 corresponding mono- and dianions. Cation binding enhancements are larger than those previously observed for structurally related systems.
Echegoyen L., Hafez Yehia, Lawson Raphael C., de Mendoza J., Torres T., J. Org. Chem, 58 (1993) N 8, S 2009-2012
作者:Echegoyen L., Hafez Yehia, Lawson Raphael C., de Mendoza J., Torres T.
DOI:——
日期:——
Echegoyen L., Hafez Y., Lawson R. C., de Mendoza J., Torres T., Tetrahedron Lett., 35 (1994) N 34, S 6383-6386
作者:Echegoyen L., Hafez Y., Lawson R. C., de Mendoza J., Torres T.
DOI:——
日期:——
Efficient synthesis of alkoxyanthraquinones from fluoroanthraquinones and their preliminary electrochemistry
作者:L. Echegoyen、Yehia Hafez、Raphael C. Lawson、J. de Mendoza、T. Torres
DOI:10.1021/jo00060a010
日期:1993.4
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 corresponding mono- and dianions. Cation binding enhancements are larger than those previously observed for structurally related systems.