Use of Polyethylene Glycol in the Synthesis of Alkyl Fluorides from Alkyl Sulfonates
作者:Domenico Badone、Giancarlo Jommi、Roberto Pagliarin、Paolo Tavecchia
DOI:10.1055/s-1987-28123
日期:——
In the synthesis of monoflourinated organic compounds, the reaction of potassium fluoride with mesylates and tosylates of alcohols affords fluoro derivatives when polyethylene glycol 400 is used as solvent and catalyst. The limitation of this reaction is the solvolysis of the leaving group by the solvent; the phenomenon is controlled by the degree of steric hindrance around the reaction centre.
在单氟化有机化合物的合成中,氟化钾与醇的亚磺酸酯和对磺酸酯反应,在聚乙烯醇400作为溶剂和催化剂的情况下可形成氟衍生物。该反应的限制在于溶剂对离去基团的溶解现象,这一现象受到反应中心周围立体阻碍程度的控制。