在碘苯存在下，使用水合氢氟酸对 1,3-二羰基化合物进行实用且方便的氟化反应。

A practical and convenient fluorination of 1,3-dicarbonyl compounds using aqueous HF in the presence of iodosylbenzene.

机构信息

Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, Saga 840-8502, Japan.

出版信息

Org Lett. 2011 May 6;13(9):2392-4. doi: 10.1021/ol200632d. Epub 2011 Apr 7.

DOI:10.1021/ol200632d

PMID:21473585

Abstract

A simple, practical, and convenient fluorination of 1,3-dicarbonyl compounds was achieved by direct use of aqueous hydrofluoric acid and iodosylbenzene (PhIO). The reaction of ethyl benzoylacetate with the reagent system of aqueous HF and PhIO in CH(2)Cl(2) gave ethyl 2-fluoro-2-benzolyacetate in 98% yield. Other 1,3-dicarbonyl compounds including β-keto esters and 1,3-diketones underwent the fluorination reaction to give the corresponding fluorinated products in good yields.

摘要

通过直接使用水合氢氟酸和碘苯（PhIO），实现了 1,3-二羰基化合物的简单、实用和方便的氟化反应。在 CH(2)Cl(2)中，用试剂体系水合 HF 和 PhIO 处理苯甲酰基乙酸乙酯，得到 98%产率的乙基 2-氟-2-苯甲酰基乙酸乙酯。其他 1,3-二羰基化合物，包括β-酮酯和 1,3-二酮，进行氟化反应，以良好的产率得到相应的氟化产物。