7795-74-6Relevant academic research and scientific papers
Photoinduced Decarboxylative Phosphorothiolation of N-Hydroxyphthalimide Esters
Guo, Yu,Luo, Ying,Mu, Shiqiang,Xu, Jian,Song, Qiuling
supporting information, p. 6729 - 6734 (2021/09/11)
A visible-light-induced protocol for the synthesis of phosphorothioates is developed by employing the Ir-catalyzed decarboxylative phosphorothiolation of N-hydroxyphthalimide esters. This novel synthesis method utilizes carboxylic acids as raw material, which is stable, cheap, and commercially available. Scope studies show that this reaction has good compatibility of functional groups. Notably, both the synthesis of steric hindrance phosphorothioates and the later modification of some bioactive compounds are successfully achieved.
Reaction of Three-coordinate Phosphorus Compounds with Organophosphorus Pseudohalogens. 3. Phosphonium and Phosphorane Intermediates in the Desulfurization and Dehalogenation of Bis(phosphinoyl) Disulfides. Influence of Lewis Acids on the Reaction Chemoselectivity
Krawczyk, Ewa,Skowronska, Aleksandra,Michalski, Jan
, p. 89 - 100 (2007/10/02)
The reactions of bis(phosphinoyl) disulfides RR1P(O)S-S-P(O)RR1 1 with PIII compounds have been investigated and various mechanistic features have been elucidated by variable-temperature 31P NMR spectroscopy.These studies show that in most cases phosphonium intermediates 5 and 6 are involved.In cases were ligands on PIII increase the stability of the five coordinate structures phosphorane intermediates are observed.In the isomerization 5 -> 6, the mode of decomposition (desulfurization, deoxygenation or dealkylation) to give stable end products is influenced by electronic and steric factors.The presence of the Lewis acid BF3 influences considerably the stability of the transient species 5 and 6 and the chemoselectivity of the reaction.
