A novel straightforward synthesis of jV-aryl-2-methyleneazetidines has been developed by reaction of TV-aryl /3-chloro ketimines with potassium fert-butoxide.
By masking α‐haloketones 1 as α‐haloalkylidenamines 2, the α‐alkylation of haloketones becomes possible even when hydrogen atoms are present in the α′ position. The anions 3, obtained by the use of lithium diisopropylamide, react with alkyl halides at room temperature to form exclusively C‐alkylated products 4.
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