Copper-Catalyzed Monofluoroalkylation of Allyl Phosphates with Nucleophilic Ethyl 2‑Fluoro-2-(trimethylsilyl)acetate

An efficient method for C­(sp 3 )–CHF bond formation was successfully developed by copper-catalyzed cross-coupling of allyl phosphate with 2-fluoro-2-(trimethylsilyl)­acetate. Under moderate circumstances, the conversion was carried out in a good strategic range to provide a series of monofluoro­alk...

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Bibliographic Details
Published in:Journal of organic chemistry 2023-06, Vol.88 (11), p.7469-7476
Main Authors: Liu, Yaomei, Chen, Rui, Lu, Lishuai, Yin, Dengyu, Yan, Fangpei, Li, Xiao-Xuan, Xiao, Hua, Fan, Shilu, Feng, Yi-Si
Format: Article
Language:English
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Summary:An efficient method for C­(sp 3 )–CHF bond formation was successfully developed by copper-catalyzed cross-coupling of allyl phosphate with 2-fluoro-2-(trimethylsilyl)­acetate. Under moderate circumstances, the conversion was carried out in a good strategic range to provide a series of monofluoro­alkylation products in high yields, which also demonstrates the practicality of gram-scale reactions.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.3c00064