Synthesis of thiophosphoramidates in water: Click chemistry for phosphates

An aqueous method for the preparation of N,S-dialkyl thiophosphoramidates is reported. Thiophosphorylation of alkylamines was performed using SPCl3 in aqueous reaction media, and the resulting thiophosphoramidate-S-anions were S-alkylated with soft electrophiles. Ranges of amines and electrophiles were explored.This is the peer-reviewed version of the following article: Trmčić, Milena, Hodgson, David R.W., 2011. Synthesis of thiophosphoramidates in water: Click chemistry for phosphates. Chemical Communications. 47, 6156-6158. [https://doi.org/10.1039/C1CC11586C