Hypophosphorous acid and hypophosphite salts
The nontoxic, stable, environmentally benign, and easily available NaH2PO2 promotes reductive amination with E factors around 1. The reaction demonstrated a great compatibility with a wide range of functional groups.
F. Kliuev, A. Kuznetsov, O. I. Afanasyev, S. A. Runikhina, E. Kuchuk, E. Podyacheva, A. A. Tsygenkov, D. Chusov, Org. Lett., 2022, 24, 7717-7721.
The use of H3PO3/I2 enables a reductive iodination of various aromatic aldehydes to produce benzyl iodides. The benzyl iodides can be converted into diarylmethanes or cyclic compounds in good yields via in situ Friedel-Crafts type reactions.
F. Lv, J. Xiao, J. Xiang, F. Guo, Z.-L. Tang, L.-B. Han, J. Org. Chem., 2021, 86, 3081-3088.
The aqueous stability of deuterated calcium/sodium hypophosphites as nontoxic, cost-effective, and environmentally benign deuteration reagents enables deuteration of a broad range alkyl and aryl iodides with ample isotopic incorporation in aqueous (H2O) solution using 2,2′-azobis(2-methylpropionamidine) dihydrochloride as radical initiator.
Z. Song, J. Zeng, T. Li, X. Zhao, J. Fang, L. Meng, Q. Wan, Org. Lett., 2020, 22, 1736-1741.