POLYCYCLIC HYDROXYQUINONES .27. TAUTOMERISM IN 1,4-DIHYDROXY-9,10-ANTHRAQUINONE MONOIMINES - CYCLOADDITION REACTIONS OF THEIR 1,4-ANTHRAQUINONOID TAUTOMERS

被引:12
作者
FARINA, F [1 ]
MOLINA, MT [1 ]
NOHEDA, P [1 ]
PAREDES, MC [1 ]
机构
[1] CSIC,INST QUIM ORGAN GEN,JUAN CIERVA 3,E-28006 MADRID,SPAIN
关键词
D O I
10.1016/S0040-4020(01)86592-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,4-Dihydroxy-9,10-anthraquinone monoimine and differently substituted derivatives thereof (6a-i) have been prepared by ammonolysis of the corresponding 1,4-dihydroxy-9-10-anthraquinones. H-1- and C-13-n.m.r. studies show the existence of a rapid tautomeric equilibrium in quinone imines of type 6. Diels-Alder reaction with the 1,4-anthraquinonoid tautomer of quinone monoimines 6a,e affords ABCD tetracyclic systems related to those existing in anthracyclinones.
引用
收藏
页码:8437 / 8450
页数:14
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