Alkyloximes and imines via silyl carbamates

Ferenc Kardon, Mária Mörtl, A. Csámpai, K. Újszászy, Dezso Knausz

Research output: Article

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. 2011

Fingerprint

Imines
Oximes
Carbamates
Carbonyl compounds
Halogens
Ketones
Isomers
Hydroxyl Radical
Substitution reactions
Derivatives
methyl carbamate

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Alkyloximes and imines via silyl carbamates. / Kardon, Ferenc; Mörtl, Mária; Csámpai, A.; Újszászy, K.; Knausz, Dezso.

In: Synthetic Communications, Vol. 41, No. 6, 01.2011, p. 914-924.

Research output: Article

Kardon, Ferenc ; Mörtl, Mária ; Csámpai, A. ; Újszászy, K. ; Knausz, Dezso. / Alkyloximes and imines via silyl carbamates. In: Synthetic Communications. 2011 ; Vol. 41, No. 6. pp. 914-924.
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