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P-F Bond Formation

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An efficient electrophilic fluorination of secondary phosphine oxides with Selectfluor provides direct access to phosphoric fluorides in good yield under mild conditions. In addition, one-pot P-O bond construction is achieved in the presence of water or alcohols to provide phosphinic acids or phosphinates.
Q. Chen, J. Zeng, X. Yan, Y. Huang, C. Wen, X. Liu, K. Zhang, J. Org. Chem., 2016, 81, 10043-10048.


A sulfone iminium fluoride (SIF) reagent promotes a deoxyfluorination of phosphinic acids in just 60 s with excellent yields and scope. The same P(V)-F products can also be synthesized from secondary phosphine oxides.
L. P. Miller, J. A. Vogel, S. Harel, J. M. Krussman, P. R. Melvin, Org. Lett., 2023, 25, 1834-1838.