A CONVENIENT SYNTHESIS OF PERFLUOROALKYLATED HYDROXYPHOSPHONATES AND DIHYDROXYPHOSPHONATES

被引:9
作者
CEN, WB [1 ]
DAI, XZ [1 ]
SHEN, YC [1 ]
机构
[1] ACAD SINICA,SHANGHAI INST ORGAN CHEM,SHANGHAI 200032,PEOPLES R CHINA
关键词
D O I
10.1016/S0022-1139(00)80472-8
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Perfluoroalkylated 1-hydroxyphosphonates may be easily synthesized in good yield by the reaction of the corresponding perfluoroalkyl aldehydes with dimethyl phosphite. Perfluoroalkylcarboxylic esters react with the phosphonate anion to give (perfluoroacyl)methylphosphonates, their tautomeric isomers (2-perfluoroalkyl-2-hydroxy)vinylphosphonates and their hydrates (2-perfluoroalkyl-2,2-dihydroxy)ethylphosphonates, which are reduced with sodium borohydride affording perfluoroalkylated 2-hydroxyphosphonates in 61-68% yield. Perfluoroalkylated dihydroxyphosphonates may be obtained by the reaction of the bisphosphonate anion with perfluoroalkyl aldehydes followed by oxidation with osmium tetraoxide in 54-68% yield.
引用
收藏
页码:49 / 52
页数:4
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