A novel multiheteroatom (N, O and P) [3,3]-sigmatropic rearrangement is disclosed, based on two important types of organophosphates, 2-(N-heteroaryl) methyl phosphates and α-keto phosphates, being accessed smoothly and efficiently.
Transesterification of trialkyl phosphates from alkyl bromides
作者:Christian Lherbet、Roselyne Castonguay、Jeffrey W. Keillor
DOI:10.1016/j.tetlet.2005.03.065
日期:2005.5
The treatment of trialkylphosphate with different alkyl bromides provides facile access to mixed phosphate esters. The presence of substoichiometric amounts of lithium bromide was found to be critical to this transesterification process, supporting a mechanism involving initial generation of phosphate anion, followed by its nucleophilic attack on alkyl bromide.
Aroyl group driven [1,2] phosphonate-phosphate/phosphine oxide-phosphinate rearrangement
作者:Shahnawaz Khan、Satyanarayana Battula、Qazi Naveed Ahmed
DOI:10.1016/j.tet.2016.05.067
日期:2016.7
Aroyl group driven phosphonate-phosphate rearrangement in dialkyl/aryl(α-hydroxy-β-oxo-β-arylethyl)phosphonates having α-proton under basic conditions is presented and extended to a novel one-pot direct coupling method between 2-oxoaldehydes (2OA) and H-phosphonates/diphenylphosphine oxide. The one-pot coupling reaction has an advantage in terms of using commercially available substrates and its broad