A Novel Method for the Preparation of α,α‘-Difluoroesters and Acids Using BrF3

A Novel Method for the Preparation of α,α‘-Difluoroesters and Acids Using BrF3
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用 BrF3 制备 α,α-二氟酯和酸的新方法

DOI:
10.1021/jo034829i
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发表时间:
2003
影响因子:
3.6
通讯作者:
S. Rozen
S. Rozen
中科院分区:
化学2区
文献类型:
--
作者:
A. Hagooly;R. Sasson;S. Rozen

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烷基-、卤代烷基-和酮烷基-2-乙氧基羰基-1,3-二噻烷很容易由适当的伯或仲烷基溴、1,3-二噻烷和氯甲酸乙酯制备。它们与 BrF3 反应形成相应的 α,α-二氟酯,产率 65−75%。反应条件非常温和(1−2 分钟,0 °C)。二噻烷的两个硫原子对于该反应至关重要。
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 α,α-difluoro esters in 65−75% yield. Reaction conditions are very mild (1−2 min, 0 °C). The two sulfur atoms of the dithiane are essential for the reaction.