Tin-free radical cyclizations for the synthesis of 7-azaoxindoles, 7-azaindolines, tetrahydro[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones

被引:88
作者
Bacqué, E
El Qacemi, M
Zard, SZ [1 ]
机构
[1] Ecole Polytech, CNRS, Organ Synth Lab, F-91128 Palaiseau, France
[2] AVENTIS Pharma, F-94400 Vitry Sur Seine, France
关键词
D O I
10.1021/ol0489649
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Compounds containing a pyridine nucleus fused to a saturated nitrogen-containing ring, including 7-azaoxindoles, 7-azaindolines, tetrahydro-[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones, were prepared in good yield starting from various 2,6-dichloropyridines. The method hinges on a free-radical xanthate-mediated cyclization or intermolecular addition/cyclization sequence for the construction of the new fused rings.
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页码:3671 / 3674
页数:4
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