W. Cao, Zhijian Shi, Chun Fan
Aug 28, 2002
Citations
0
Influential Citations
7
Citations
Journal
Journal of Fluorine Chemistry
Abstract
Abstract In the presence of K 2 CO 3 , reaction of ethyl 3-methoxy-4-(triphenyl phosphoranylidene)but-2-enoate ( 2 ), which was derived from the bromide 1 , with methyl 3-perfluoroalkyl-2-propiolates ( 3 ) in CH 2 Cl 2 at room temperature, gave methyl 4-carboethoxy-3-perfluoroalkyl-5-methoxy-6-(triphenylphosphoranylidene)hexa-2,4-dienoate ( 4 ) as major products in excellent yields. Methyl 4-carboethoxy-3-perfluoroalkyl-5-methoxyhexa-2,4-dienoates ( 5 ) were obtained in high yield by hydrolysis of ( 4 ) in hot aqueous methanol in a sealed tube. The structure identities of compounds 4 and 5 were confirmed by IR, MS, 1 H , 13 C NMR, 2D C–H COSY and microanalyses. Reaction mechanisms are proposed to account for the formation of products 4 and 5 .