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Synthesis of propargyl fluorides

Recent Literature


An isothiourea-catalyzed fluorination of alkynyl-substituted acetic acids provides a broad range of optically active tertiary α-alkyl fluorides in high enantioselectivity (up to 97% ee). Furthermore, this methodology can be scaled up to a Gram scale without loss of enantioselectivity.
S. Yuan, W.-H. Zheng, J. Org. Chem., 2022, 87, 713-720.

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A photoinduced copper-catalyzed monofluoroalkylation of alkynes with readily available monofluoroalkyl triflates provides valuable propargyl fluorides in good yields under mild conditions. This C-C bond formation avoids the use of highly toxic fluorination reagents. Preliminary mechanistic studies reveal that a ligand-matched alkynyl copper complex might be the key photoactive substance.
D.-D. Hu, C. Li, Q. Gao, T.-M. Nie, K.-F. Zhang, B.-B. Wu, Y. Li, X.-S. Wang, Org. Lett., 2023, 25, 4514-4519.