REACTION OF IMINES OF AMINOANTHRAQUINONES WITH FORMALDEHYDE AND ALKENES

Citation
Pj. Gregoire et al., REACTION OF IMINES OF AMINOANTHRAQUINONES WITH FORMALDEHYDE AND ALKENES, Tetrahedron, 51(21), 1995, pp. 6133-6144
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
51
Issue
21
Year of publication
1995
Pages
6133 - 6144
Database
ISI
SICI code
0040-4020(1995)51:21<6133:ROIOAW>2.0.ZU;2-C
Abstract
By reaction of mono- and di-aminoanthraquinones with formaldehyde and diverse electron rich alkenes in acetonitrile in the presence of trifl uoroacetic acid cyclocondensation affords a series of tetrahydroquinol ines. The resulting tetra-, penta- and hepta-cyclic products all conta in the anthraquinone sub-structure. Aspects of regio- curd stereo-sele ctivity are discussed and the potential of this series of aminoanthraq uinones for metal ion chelation and binding in DNA are noted.