Synthesis of Primary Amines and N-Methylamines by the Electrophilic Amination of Grignard Reagents with 2Imidazolidinone O-Sulfonyloxime

2-Imidazolidinone O-sulfonyloxime reacts with various aryl and alkyl Grignard reagents as an electrophilic amination reagent, giving N-alkylated imines. The resulting imines are transformed to primary amines and N-methyl secondary amines by hydrolysis with CsOH and LiAlH4 reduction, respectively.