Facile Double-Lithiation of a Transient Urea: Vicarious ortho-Metalation of Aniline Derivatives

Chris E. Houlden, Guy C. Lloyd-Jones, Kevin I. Booker-Milburn

Research output: Contribution to journalArticle (Academic Journal)peer-review

23 Citations (Scopus)

Abstract

A convenient one-pot method for the conversion of phenylisocyanate into ortho-functionalized aniline derivatives has been developed. The reaction proceeds via the selective ortho-metalation of a transient labile urea, which can be considered as a synthetic equivalent of 2-lithiophenylisocyanate, a highly improbable intermediate.

Original languageEnglish
Pages (from-to)3090-3092
Number of pages3
JournalOrganic Letters
Volume12
Issue number13
DOIs
Publication statusPublished - 2 Jul 2010

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