title: Synthesis of thiophosphoramidates in water: click chemistry for phosphates.
abstract: An aqueous method for the preparation of N,S-dialkyl thiophosphoramidates is reported. Thiophosphorylation of alkylamines was performed using SPCl(3) in aqueous reaction media, and the resulting thiophosphoramidate-S-anions were S-alkylated with soft electrophiles. Ranges of amines and electrophiles were explored.
authors.affiliation: Department of Chemistry, Science Laboratories, Durham University, South Road, Durham, DH1 3LE, UK.
authors.forename: Milena
authors.initials: M
authors.lastname: Trmčić
authors.forename: David R W
authors.initials: DR
authors.lastname: Hodgson
mesh_terms: D000478:Alkylation; D000577:Amides / Q000138:chemical synthesis / Q000737:chemistry*; D000588:Amines / Q000737:chemistry; D057930:Click Chemistry; D010710:Phosphates / Q000737:chemistry*; D010756:Phosphoric Acids / Q000138:chemical synthesis / Q000737:chemistry*; D013440:Sulfides / Q000737:chemistry*; D014867:Water / Q000737:chemistry*
chemical_list: D000577:Amides; D000588:Amines; D010710:Phosphates; D010756:Phosphoric Acids; D013440:Sulfides; D014867:Water; C011067:phosphoramidic acid