A novel method for the preparation of α,α′-difluoroesters and acids using BrF3

被引:17
作者
Hagooly, A [1 ]
Sasson, R [1 ]
Rozen, S [1 ]
机构
[1] Tel Aviv Univ, Sch Chem, Raymond & Beverly Sackler Fac Exact Sci, IL-69978 Tel Aviv, Israel
关键词
D O I
10.1021/jo034829i
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Alkyl-, haloalkyl-, and ketoalkyl-2-ethoxycarbonyl-1,3-dithianes were easily made from the appropriate primary or secondary alkyl bromides, 1,3-dithiane, and ethyl chloroformate. They were reacted with BrF3 to form the corresponding alpha,alpha-difluoro esters in 65-75% yield. Reaction conditions are very mild (1-2 min, 0 degreesC). The two sulfur atoms of the dithiane are essential for the reaction.
引用
收藏
页码:8287 / 8289
页数:3
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