Abstract
Fluoro(phenyl)carbene generated by reaction of α-bromo-α-fluorotoluene with potassium tert-butoxide reacts with Schiff bases to afford the corresponding 2-fluoro-2-phenylaziridines. The latter were isolated in low yields due to their instability under the carbene generation conditions. Although the reaction of α,α-dibromo-α-fluorotoluene with zinc and lead involves formation of fluoro(phenyl)carbene, this procedure is not suitable for the synthesis of 2-fluoro-2-phenylaziridines.
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