Electrophilic amination of organozinc reagents with acetone O-(2,4,6-trimethylphenylsulfonyl)oxime and O-methylhydroxylamine

Abstract

Reaction of diorganozincs and triorganozincates with acetone O-(2,4,6-trimethylphenylsulfonyl)oxime or O-methylhydroxylamine in the presence of CuCN provides a new one-flask method for electrophilic amination of organozinc reagents. Considering the lithium- or magnesium-to-zinc transmetallation, this method also extends the scope of electrophilic amination of organolithiums and Grignard reagents.