Synthesis of 3-arylpiperidines by a radical 1,4-aryl migration

被引:54
作者
Gheorghe, A [1 ]
Quiclet-Sire, N [1 ]
Vila, X [1 ]
Zard, SZ [1 ]
机构
[1] Ecole Polytech, Dept Chim, Organ Synth Lab, F-91128 Palaiseau, France
关键词
D O I
10.1021/ol0503642
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A route to 3-arylpiperidines, 3-arylpyridines, and 5-arylpiperidin-2-ones involving a radical 1,4-aryl migration has been explored. The sequence requires a xanthate addition to an *allylarylsulfonamide, followed by acetylation and treatment with dilauroyl peroxide to give the 1,4-aryl transfer product, which upon acidic hydrolysis affords the desired piperidine derivative.
引用
收藏
页码:1653 / 1656
页数:4
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