Tetrahedron

Reaction of imines of aminoanthraquinones with formaldehyde and alkenes

PJ Gregoire, JM Mellor, GD Merriman

Index: Gregoire, Patrice J.; Mellor, John M.; Merriman, Glynn D. Tetrahedron, 1995 , vol. 51, # 21 p. 6133 - 6144

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Citation Number: 15

Abstract

By reaction of mono-and di-aminoanthraquinones with formaldehyde and diverse electron rich alkenes in acetonitrile in the presence of trifluoroacetic acid cyclocondensation affords a series of tetrahydroquinolines. The resulting tetra-, penta-and hepta-cyclic products all contain the anthraquinone sub-structure. Aspects of regio-and stereo-selectivity are discussed and the potential of this series of aminoanthraquinones for metal ion chelation ...