Highly substituted anthraquinones by anionic cyclization reactions

被引:12
作者
Krohn, K
Boker, N
Gauhier, A
Schafer, G
Werner, F
机构
[1] Universität-GH, FB 13 - Chemie und Chemietechnik, Fachgebiet Organische Chemie, Paderborn
[2] Fachbereich Chemie und Chemietechnik, Universität - GH Paderborn, D-33098 Paderborn
来源
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG | 1996年 / 338卷 / 04期
关键词
D O I
10.1002/prac.19963380168
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Highly substituted anthraquinone esters (3a/b, 6, 20) and acids (12, 21) are synthesized by base induced anionic cyclizations starting from bisalkylated naphthalenes (e.g. 10) or monoalkylated naphthoquinones (e.g. 19).
引用
收藏
页码:349 / 354
页数:6
相关论文
共 24 条
[1]  
Adains R., 1941, J AM CHEM SOC, V63, P528
[2]   2-METHYL-1 AND 6-METHYL-1,4-NAPHTHOQUINONE DERIVATIVES AS POTENTIAL BIOREDUCTIVE ALKYLATING-AGENTS [J].
ANTONINI, I ;
LIN, TS ;
COSBY, LA ;
DAI, YR ;
SARTORELLI, AC .
JOURNAL OF MEDICINAL CHEMISTRY, 1982, 25 (06) :730-735
[3]  
BAYER O, 1979, METHODEN ORGANISCHEN
[4]   AN IN-VIVO INVESTIGATION OF THE EFFECT OF ANTHRAQUINONES ON THE TURNOVER OF AGGRECANS IN SPONTANEOUS OSTEOARTHRITIS IN THE GUINEA-PIG [J].
CARNEY, SL ;
HICKS, CA ;
TREE, B ;
BROADMORE, RJ .
INFLAMMATION RESEARCH, 1995, 44 (04) :182-186
[5]   ISOLATION AND CHEMICAL-STRUCTURE OF AKLANONIC ACID, AN EARLY INTERMEDIATE IN THE BIOSYNTHESIS OF ANTHRACYCLINES [J].
ECKARDT, K ;
TRESSELT, D ;
SCHUMANN, G ;
IHN, W ;
WAGNER, C .
JOURNAL OF ANTIBIOTICS, 1985, 38 (08) :1034-1039
[6]  
FETIZON M, 1968, CR ACAD SCI C CHIM, V267, P900
[7]   THE SYNTHESIS OF 2-ACETYL-1,4-NAPHTHOQUINONE - A MULTISTEP SYNTHESIS [J].
GREEN, IR .
JOURNAL OF CHEMICAL EDUCATION, 1982, 59 (08) :698-699
[8]   THE FORMAL OXIDATIVE ADDITION OF ELECTRON-RICH TRANSOID DIENES TO BROMONAPHTHOQUINONES [J].
GRUNWELL, JR ;
KARIPIDES, A ;
WIGAL, CT ;
HEINZMAN, SW ;
PARLOW, J ;
SURSO, JA ;
CLAYTON, L ;
FLEITZ, FJ ;
DAFFNER, M ;
STEVENS, JE .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (01) :91-95
[9]   BIOGENETIC-TYPE SYNTHESES OF POLYCYCLIC POLYKETIDE METABOLITES USING PARTIALLY PROTECTED BETA-HEXAKETONES AND BETA-HEPTAKETONES - 6-HYDROXYMUSIZIN, BARAKOL, EMODIN, AND ELEUTHERINOL [J].
HARRIS, TM ;
WITTEK, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (11) :3270-3271
[10]   AN IMPROVED PROCEDURE FOR THE OXIDATIVE TRANSFORMATION OF HYDROANTHRACENONES AND HYDRONAPHTHACENONES TO HYDROXYANTHRAQUINONES AND HYDROXYNAPHTHACENEDIONES [J].
HAUSER, FM ;
TAKEUCHI, C ;
YIN, H ;
CORLETT, SA .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (01) :258-259