1,3-Diazaanthracenes:: photochemical [4π+4π] cycloadditions with cyclopenta-1,3-diene and dimerisations to new bis-pyrimidines

被引:7
|
作者
Warrener, RN [1 ]
Golic, M [1 ]
Butler, DN [1 ]
机构
[1] Univ Cent Queensland, Ctr Mol Architecture, Rockhampton, Qld 4702, Australia
关键词
cycloadditions; photochemistry; uracils; stereoselection;
D O I
10.1016/S0040-4039(98)00865-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ultra-violet irradiation of 2,4-dichloro-1,3-diazaanthracene 2 or 2,4-dimethoxy-1,3-diazaanthracene 3 with cyclopentadiene yields single [4 pi+4 pi] cycloadducts, which can be transformed into the fused uracil and related pyrimidines by chemical modification of the chlorine or methoxy substituents; [4 pi+4 pi] head to head anti-dimers 17 and head to tail anti-dimers 19 are the exclusive products from solution irradiation of 2 or 3, whereas only anti-dimers 19 are formed in the solid state. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4717 / 4720
页数:4
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