Synthesis of phosphorothioates using thiophosphate salts

• Babak Kaboudin and
• Fatemeh Farjadian

Beilstein J. Org. Chem. 2006, 2, No. 4, doi:10.1186/1860-5397-2-4

• and chemoselective thioacylating agent using the reaction of acyl chlorides with dithiophosphoric acid in the presence of pyridine or triethylamine. [51][52][53] In another study we decided to investigate the reaction of the ambident nucleophile ammonium O,O'-diethyl thiophosphate salt with acyl

• chlorides. Reaction of ammonium O,O'-diethyl thiophosphate with benzoyl chloride, as a model compound, in acetonitrile gave benzamide as the major product (Scheme 5). Benzoyl chloride reacts with ammonia (from ammonium O,O'-diethyl thiophosphate) faster than anion O,O'-diethyl thiophosphate to give