Peer-Reviewed Journal Details
Mandatory Fields
Jones, David J.; O'Leary, Eileen M.; O'Sullivan, Timothy P.
2020
Unknown
Advanced Synthesis and Catalysis
A Robust Methodology for the Synthesis of Phosphorothioates, Phosphinothioates and Phosphonothioates
Published
Optional Fields
Caesium effect Phosphinothioates Phosphonothioates Phosphorothioates Phosphorus sulfur
362
9
1825
1830
A robust methodology for the synthesis of phosphorothioates, phosphinothioates and phosphonothioates, including those bearing low molecular weight S-alkyl side-chains, is presented. Application of the “caesium effect” in conjunction with the disulfide 3,3’-dithiobis(propionitrile), which acts as a shelf-stable sulfur source, avoids recourse to malodorous alkanethiols and toxic P-Cl precursors. A diverse range of sulfur-containing organophosphorus targets, including phosphorus-based heterocycles, may be prepared in consistently high yields. This chemistry also provides ready access to the corresponding DBU salts which are potential substrates for Pd-catalysed coupling reactions. (Figure presented.).
1615-4150
10.1002/adsc.202000059
Grant Details