Reaction of Fluoro(phenyl)carbene with Schiff Bases: Synthesis of 2-Fluoro-2-phenylaziridines
作者:E. Yu. Kusei、M. S. Novikov、A. F. Khlebnikov
DOI:10.1007/s11176-005-0480-y
日期:2005.10
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.
Treatment of tetrafluoroethene (TFE) with diethylzinc in the presence of lithium iodide gave 1,1,2-trifluoro-1-butene in moderate yield. In the absence of lithium iodide, however, the nucleophilic ...