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. 2006 Jun 8;8(12):2531-4.
doi: 10.1021/ol060707b.

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

Jonathan A Fritz  1 , Josephine S Nakhla, John P Wolfe
Affiliations

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

Jonathan A Fritz et al. Org Lett. .

Abstract

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 Pd2(dba)3/Xantphos in the presence of NaO(t)Bu. [reaction: see text]

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Mechanism
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