Silver-Mediated Perfluoroalkylation of Terminal Alkynes with Perfluoroalkyl Iodides

The incorporation of a perfluoroalkyl group (RF) into drug candidates has become an increasingly important strategy in drug molecule design. In this study, the silver-mediated perfluoroalkylation reaction based on the addition–elimination process of terminal alkynes which was initiated by a perfluor...

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Veröffentlicht in:Journal of organic chemistry 2020-07, Vol.85 (13), p.8723-8731
Hauptverfasser: Li, Junlan, Liu, Lihua, Zheng, Kaiting, Zheng, Chenggong, Xiao, Hua, Fan, Shilu
Format: Artikel
Sprache:eng
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Zusammenfassung:The incorporation of a perfluoroalkyl group (RF) into drug candidates has become an increasingly important strategy in drug molecule design. In this study, the silver-mediated perfluoroalkylation reaction based on the addition–elimination process of terminal alkynes which was initiated by a perfluoroalkyl radical to form a C­(sp)–RF bond has been developed. The reaction proceeds under mild conditions using readily available, low-cost perfluoroalkyl iodides as the sources of the RF group. This method allows access to a variety of perfluoroalkylated alkynes.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.0c00894