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

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]

SUBMITTER: Fritz JA

PROVIDER: S-EPMC2527974 | biostudies-literature | 2006 Jun

REPOSITORIES: biostudies-literature

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

Fritz Jonathan A JA Nakhla Josephine S JS Wolfe John P JP

Organic letters 20060601 12

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] ...[more]

PMID: 16737306

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