A new synthesis of imidazolidin-2-ones via Pd-catalyzed carboamination of N-allylureas

被引:65
|
作者
Fritz, Jonathan A. [1 ]
Nakhla, Josephine S. [1 ]
Wolfe, John P. [1 ]
机构
[1] Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
关键词
D O I
10.1021/ol060707b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new strategy for the preparation of substituted imidazolidin-2-ones in two steps from readily available N-allylamines is described. Addition of the amine starting materials to isocyanates affords N-allylureas, which are converted to imidazolidin-2-one products with generation of two bonds and up to two stereocenters when treated with aryl bromides and catalytic amounts of Pd-2(dba)(3)/Xantphos in the presence of (NaOBu)-Bu-t.
引用
收藏
页码:2531 / 2534
页数:4
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