A NEW ROUTE TO VINYL FLUORIDES

被引:80
作者
MCCARTHY, JR
MATTHEWS, DP
EDWARDS, ML
STEMERICK, DM
JARVI, ET
机构
[1] Merrell Dow Research Institute, Cincinnati, OH 45215
关键词
D O I
10.1016/S0040-4039(00)97869-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The carbanion of diethyl 1-fluoro-1-(phenylsulfonyl)methanephosphonate (7), generated in situ from fluoromethyl phenyl sulfone (3) undergoes the Horner-Wittig reaction with aldehydes and ketones to yield α-fluoro-α,β-unsaturated sulfones (8). Reductive removal of the phenylsulfonyl group provides a facile two-step route to vinyl fluorides froa 3, where the fluorine source is either KF or DAST. © 1990.
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页码:5449 / 5452
页数:4
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