Synthesis 1988; 1988(10): 775-777
DOI: 10.1055/s-1988-27704
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Lithium-N-lithiomethyldithiocarbamate: Neue N-Alkylaminomethylanion-Äquivalente

Hubertus Ahlbrecht* , Dieter Kornetzky
  • *Fachbereich Chemie der Universität Gießen, Institut für Organische Chemie, Heinrich-Buff-Ring 58, D-6300 Gießen, Federal Republic of Germany
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Publikationsdatum:
12. September 2002 (online)

Lithium N-Lithiomethyldithiocarbamates: New N-Alkylaminomethyl Anion Equivalents A new method for nucleophilic aminomethylation is described. It consists in the in situ conversion of a secondary methylamine to the lithium N-lithiomethyldithiocarbamate, subsequent reaction with one equivalent of an electrophile, and deprotection in a one-pot procedure to give the secondary amine substituted at the methyl group. By reaction with two equivalents of an alkyl iodide, alkyl N,N-dialkyldithiocarbamates, even mixed ones, are available too.

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