A radical approach to araliopsine and related quinoline alkaloids using manganese(III) acetate

被引:47
作者
Bar, G [1 ]
Parsons, AF [1 ]
Thomas, CB [1 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
alkaloids; manganese and compounds; quinolines; radicals and radical reactions;
D O I
10.1016/S0040-4039(00)01324-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 4-hydroxy-1-methyl-2(1H)-quinolone 3 with electron-rich alkenes and manganese(III) acetate produces tricyclic quinoline alkaloids, including araliopsine 1, in one-pot reactions. This combined intermolecular addition-cyclisation reaction produces angular and/or linear tricycles and the regioselectivity of the cyclisation is shown to depend on whether alkyl or aryl substituents are attached to the alkene. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:7751 / 7755
页数:5
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