Alkyloximes and imines via silyl carbamates

Ferenc Kardon, Mária Mörtl, Antal Csámpai, Kálman Újszaszy, Dezso Knausz

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The reactions between different N,O-bis-trimethylsilyl-carbamates and oxo compounds were studied. The N,O-bis-trimethylsilyl-N-methoxy-carbamate converts ketones to the corresponding O-methyl oximes. The product is usually a mixture of syn and anti isomers. If the carbonyl compound bears a hydroxyl group, the oxime formation and the O-silylation take place simultaneously. In the case of -haloketones, the undesired substitution of halogen was not observed. The reactions between N,O-bis-trimethylsilyl-N-methyl-carbamate and oxo compounds resulted in the corresponding imines, although the yield are moderate in some cases. Analoguos reaction of ferrocenylated oxo derivatives gave similar results.

Original languageEnglish
Pages (from-to)914-924
Number of pages11
JournalSynthetic Communications
Volume41
Issue number6
DOIs
Publication statusPublished - Jan 1 2011

Keywords

  • Carbamates
  • O-methyl oxime
  • ferrocene derivatives
  • imines
  • silicon and carbonyl compounds

ASJC Scopus subject areas

  • Organic Chemistry

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