- α-Imino sulfenates and α-imino sulfoxides via electrophilic alkylation of amino sulfines (thioamide S-oxides)
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Treatment of amino sulfines (thioamide S-oxides) 1 with triethyloxonium tetrafluoroborate, followed by sodium carbonate, leads to α-imino sulfenates 3.Reaction of 3 with primary and secondary amines gives α-imino sulfenamides 5.Treatment of amino sulfines with sodium hydride, followed by an alkyl halide, leads to the formation of α-imino sulfoxides 6, which are extremely sensitive towards hydrolysis.With ketenes, the imines 6 undergo a cycloaddition reaction to give β-lactams 8 in low yield.
- Lenz, Bodo G.,Zwanenburg, Binne
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p. 342 - 347
(2007/10/02)
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