The four aryl-fused perfluoroalkyl γ-lactones 6-9 have been prepared by the directed ortho-lithiation of the N,N-diethylamide 10 and the oxazolines 15 and 20 followed by reaction with either pentafluoroacetone or hexafluoroacetone.The two thiophene lactones 6 and 7 gave their corresponding hydroxy acids 18 and 14, while the benzene lactone 8 lost the elements of CF2 on saponification to give a new γ-lactone 24 and its corresponding hydroxy acid 25.This acid closed spontaneously to 24 as did, even more rapidly, the hydroxy acid 28 of lactone 9.
Reinecke, Manfred G.,Chen, Lao-Jer
p. 318 - 322
(2007/10/02)
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