Preparation of functionalized magnesiated aniline derivatives

G. Varchi, A. E. Jensen, W. Dohle, A. Ricci, G. Cahiez, P. Knochel

Research output: Contribution to journalArticle

33 Scopus citations

Abstract

Functionalized magnesiated aniline derivatives were readily prepared by using a bromine- or iodine-magnesium exchange. Formamidine or benzimine were found to be excellent protecting groups of the amino function for the generation of functionalized aminated Grignard reagents. These organomagnesium reagents react with various electrophiles such as aldehydes, iodoenones and allylic halides in excellent yields. After transmetallation with ZnBr2, Pd(0)-catalyzed cross-coupling with aryl iodides can be readily performed.

Original languageEnglish (US)
Pages (from-to)477-480
Number of pages4
JournalSynlett
Issue number4
DOIs
StatePublished - 2001

Keywords

  • Bromine-magnesium exchange
  • Cross-coupling reactions
  • Heterocycles
  • Magnesium

ASJC Scopus subject areas

  • Organic Chemistry

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