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Sandra Forbes

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H3PO3

Recent Literature

A novel, operationally convenient, and scalable synthesis of phenylacetic acids has been developed through iodide-catalyzed reduction of mandelic acids. This methodology hinges on the in situ generation of hydroiodic acid (HI) from catalytic sodium iodide (NaI), utilizing phosphorus acid as the stoichiometric reducing agent.

J. E. Milne, T. Storz, J. T. Colyer, O. R. Thiel, M. D. Seran, R. D. Larsen, J. A. Murry, J. Org. Chem., 2011, 76, 9519-9524.

DOI: 10.1021/jo2018087

Notably, iodine facilitates the reduction of phosphine oxides (and sulfides) to phosphines under solvent-free conditions, employing phosphonic acid as the reaction medium. The protocol efficiently converts tertiary monophosphine oxides into monodentate phosphines and bis-phosphine oxides into bidentate phosphines with excellent yields. Remarkably, chiral integrity is preserved during the reduction of (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl dioxide, as no racemization is observed.

J. Xiao, J. Wang, H. Zhang, J. Zhang, L.B. Han, J. Org. Chem., 2023, 88, 3909-3915.

DOI: 10.1021/acs.joc.2c02807

Quoted from: https://www.organic-chemistry.org/chemicals/reductions/phosphorousacid.shtm

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