A new synthesis of imidazolidin-2-ones via Pd-catalyzed carboamination of N-allylureas
A new synthesis of imidazolidin-2-ones via Pd-catalyzed carboamination of N-allylureas
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DOI：
10.1021/ol060707b
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发表时间：
2006-06-08
期刊：
影响因子：
5.2
通讯作者：
Wolfe, John P.
中科院分区：
文献类型：
--
作者：
Fritz, Jonathan A.;Nakhla, Josephine S.;Wolfe, John P.
本文介绍了一种由易得的N-烯丙基胺经两步反应合成取代咪唑烷-2-酮的新方法。将胺起始材料加入异氰酸酯中得到N-烯丙基脲，当在（NaOBu）-Bu-t存在下用芳基溴和催化量的Pd-2（dba）（3）/Xantphos处理时，N-烯丙基脲转化为咪唑烷-2-酮产物，产生两个键和至多两个立构中心。
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.