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Hypervalent Iodine-Promoted α-Fluorination of Acetophenone Derivatives with a Triethylamine·HF Complex

Tsugio Kitamura*, Kensuke Muta and Kazutaka Muta

*Department of Chemistry and Applied Chemistry, Graduate School of Science and Engineering, Saga University, Honjo-machi, Saga 840-8502, Japan, Email: kitamuracc.saga-u.ac.jp

T. Kitamura, K. Muta, K. Muta, J. Org. Chem., 2014, 79, 5842-5846.

DOI: 10.1021/jo500691b (free Supporting Information)


Abstract

The direct fluorination reaction of acetophenone derivatives, acetonaphthones, benzyl phenyl ketone, propiophenone, butyrophenone, 1-indanone, and phenacyl chloride using iodosylarenes and TEA·5HF gives the corresponding α-fluoroketone derivatives in good yields under mild conditions except for use of a HF reagent.

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Key Words

fluorination, iodosylbenzene, hypervalent iodine reagents


ID: J42-Y2014