An Efficient Synthesis of Allenyl Perfluoroalkyl Ketones fromMono-1,2-Addition-Elimination Reaction of Allenoates with RfMgX

摘要

An efficient method for the synthesis of perfluoroalkylallenyl ketones via the 1,2-addition-elimination reaction of per-fluoroalkyl Grignard reagents with allenoates has been established.No further reaction was observed between these perfluoroalkyl ke-tones and RfMgX. Under the catalysis of PdCl_2or AuCl_3, perfluo-roalkyl 1,2-allenyl ketones can be transformed to 2-perfluoroalkyl-substituted furans; they may also undergo 1,2-addition with organ-olithiums to afford tertiary 1,2-allenols containing a perfluoroalkylgroup.