P-F Bond Formation
Recent Literature
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.
An efficient fluorination of P(O)-H and P(O)-OH compounds using sulfuryl
fluoride as the fluorination reagent provides fluorophosphonates and
phosphonofluoridates under mild conditions and without additional oxidants. The
method avoids the use of expensive reagents for fluoridation.
G.-F. Zhang, L.-J. Han, C.-F. Guan, C.-R. Ding, J. Org. Chem., 2023, 88,
13142-13148.
A photocatalyzed oxidative-fluorination approach employing SF6 as
a formal electrophilic fluorinating reagent an innovative pathway to forge
P(O)-F bonds. Notably, sulfur hexafluoride plays a dual role as both the oxidant
and the fluorinating reagent under mild conditions.
Y.-L. Huang, Q.-Q. Zhang, C.-Y. Wang, Y. Zhao, X.-S. Wang, Org. Lett., 2024,
26, 5776-5781.
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.