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银催化烯烃的脱羧基氟化反应。

Silver-Catalyzed Decarboxylative Alkylfluorination of Alkenes.

机构信息

School of Food and Biological Engineering , Hospital of Hefei University of Technology , Hefei 230009 , P. R. China.

PET-CT Center , The First Affiliated Hospital of USTC , Hefei 230001 , P. R. China.

出版信息

Org Lett. 2019 Oct 18;21(20):8496-8500. doi: 10.1021/acs.orglett.9b03381. Epub 2019 Oct 8.

Abstract

A decarboxylation of alkyl carboxylic acids for alkylfluorination of alkene was developed, with the catalysis of silver(I) and Selectfluor as both the oxidant and fluorine source. This reaction is highly chemoselective, producing the decarboxylative alkylfluorination products rather than the competitive fluorination of aliphatic carboxylic acids. This practical transformation proceeds efficiently in aqueous media at room temperature and exhibits a large range of functional-group tolerance in various primary and secondary aliphatic carboxylates and alkenes.

摘要

发展了一种银(I)和 Selectfluor 作为氧化剂和氟源共同催化的羧酸脱羧烷基氟化反应,用于烯烃的烷基氟化。该反应具有高度的化学选择性,生成脱羧烷基氟化产物,而不是竞争性的脂肪族羧酸的氟化。该实用转化在室温下的水相介质中高效进行,并且在各种伯和仲脂肪族羧酸酯和烯烃中具有广泛的官能团容忍度。

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