The Synthesis of 1,4-Difluoro-5,8-Dihydroxyanthracene-9,10-Dione and Ipso Substitutions of the Fluorides by Diamines Leading to 1,4-Bis-[(Aminoalkyl)Amino]-5,8-Dihydroxyanthracene-9,10-Diones
- 1 July 1990
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 20 (14) , 2139-2146
- https://doi.org/10.1080/00397919008053150
Abstract
Two synthetic pathways to 1,4-difluoro-5,8-dihydroxy-anthracene-9,10-dione (2) are described. The ipso substitution of the fluorides of 2 by diamines is a valuable preparative route to 1, 4-bis[(antinoalkyl) antino] -5, 8-dihydroxyanthracene-9,10-diones related to 1.Keywords
This publication has 9 references indexed in Scilit:
- Directed metalation of N,N-diethylbenzamides. Silylated benzamides for the synthesis of naturally occurring peri-methylanthraquinones and peri-methyl polycyclic aromatic hydrocarbonsThe Journal of Organic Chemistry, 1989
- Synthesis of double carbon‐14 labeled CI‐9371 and CI‐942, potential new anticancer drugsJournal of Labelled Compounds and Radiopharmaceuticals, 1987
- Synthesis of 1-fluoro-, 4-fluoro-, and 1,4-difluoro-4-demethoxydaunomycinone. Interesting D-ring analogs of adriamycinThe Journal of Organic Chemistry, 1987
- Synthesis and antitumor activities of unsymmetrically substituted 1,4-bis[(aminoalkyl)amino]anthracene-9,10-diones and related systemsJournal of Medicinal Chemistry, 1986
- Convenient Synthetic Routes to 1,4-Difluoroanthracene-9,10-DioneSynthetic Communications, 1985
- General route to anthraquinone natural products via directed metalation of N,N-diethylbenzamidesThe Journal of Organic Chemistry, 1979
- Antitumor agents. 1. 1,4-Bis[(aminoalkyl)amino]-9,10-anthracenedionesJournal of Medicinal Chemistry, 1979
- Antineoplastic agents. Structure-activity relationship study of bis(substituted aminoalkylamino)anthraquinonesJournal of Medicinal Chemistry, 1978
- Directed lithiation of N,N-dihthylbenzamides. Regiospecific routes to unsymmetrical anthraquinone natural products ag]Tetrahedron Letters, 1978