Desulfurization of sultams with simultaneous methylenation

Victor O. Rogachev, Sandra Merten, Tobias Seiser, Olga Kataeva, Peter Metz

    Research output: Contribution to journal › Article

    5 Citations (Scopus)

    Abstract

    Alkylation of γ- and δ-sultams with (iodomethyl)trimethylsilane followed by treatment of the resultant silanes with tetrabutylammonium fluoride gave rise to sulfur-free unsaturated amines. In particular, N-THP substituted sultams were found to be useful substrates for the alkylation event. A corresponding one-pot transformation involving sultam α-alkylation with (iodomethyl)magnesium chloride is also reported.

    Original languageEnglish
    Pages (from-to)133-136
    Number of pages4
    JournalTetrahedron Letters
    Volume49
    Issue number1
    DOIs
    Publication statusPublished - 1 Jan 2008

    Fingerprint

    Alkylation
    Desulfurization
    Silanes
    Magnesium Chloride
    Sulfur
    Amines
    Substrates
    naphthosultone

    Keywords

    • Alkenylation
    • Alkylation
    • Desulfurization
    • Sultams

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

    Cite this

    Rogachev, V. O., Merten, S., Seiser, T., Kataeva, O., & Metz, P. (2008). Desulfurization of sultams with simultaneous methylenation. Tetrahedron Letters, 49(1), 133-136. https://doi.org/10.1016/j.tetlet.2007.10.153

    Desulfurization of sultams with simultaneous methylenation. / Rogachev, Victor O.; Merten, Sandra; Seiser, Tobias; Kataeva, Olga; Metz, Peter.

    In: Tetrahedron Letters, Vol. 49, No. 1, 01.01.2008, p. 133-136.

    Research output: Contribution to journal › Article

    Rogachev, VO, Merten, S, Seiser, T, Kataeva, O & Metz, P 2008, 'Desulfurization of sultams with simultaneous methylenation', Tetrahedron Letters, vol. 49, no. 1, pp. 133-136. https://doi.org/10.1016/j.tetlet.2007.10.153
    Rogachev VO, Merten S, Seiser T, Kataeva O, Metz P. Desulfurization of sultams with simultaneous methylenation. Tetrahedron Letters. 2008 Jan 1;49(1):133-136. https://doi.org/10.1016/j.tetlet.2007.10.153
    Rogachev, Victor O. ; Merten, Sandra ; Seiser, Tobias ; Kataeva, Olga ; Metz, Peter. / Desulfurization of sultams with simultaneous methylenation. In: Tetrahedron Letters. 2008 ; Vol. 49, No. 1. pp. 133-136.
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