Lithium N-Lithiomethyldithiocarbamates: New N-Alkylaminomethyl Anion Equivalents

Article abstract of DOI:10.1055/s-1988-27704

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.