title: Radical reaction of sodium hypophosphite with terminal alkynes: synthesis of 1,1-bis-H-phosphinates.
abstract: [reaction: see text] The room-temperature radical addition of sodium hypophosphite to terminal alkynes produces the previously unknown 1-alkyl-1,1-bis-H-phosphinates in moderate yield. The reaction is initiated by R3B and air and proceeds under mild conditions in an open container. The bissodium salts precipitate spontaneously from the reaction mixtures, thus providing a simple purification procedure and the opportunity for multigram synthesis. The 1,1-bis-H-phosphinate products are novel precursors of the biologically important 1,1-bisphosphonates.
authors.affiliation: Department of Chemistry, Box 298860, Texas Christian University, Fort Worth, Texas 76129, USA.
authors.forename: Sonia
authors.initials: S
authors.lastname: Gouault-Bironneau
authors.forename: Sylvine
authors.initials: S
authors.lastname: Deprèle
authors.forename: Amber
authors.initials: A
authors.lastname: Sutor
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Montchamp
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009943:Organophosphorus Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D010721:Phosphinic Acids / Q000737:chemistry*
chemical_list: D000480:Alkynes; D009943:Organophosphorus Compounds; D010721:Phosphinic Acids; C009287:sodium hypophosphite