Formation of N-mono- and NN-di-benzoyl amines by benzoylation of phosphoramidate and related anions
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 3437-3441
- https://doi.org/10.1039/j39710003437
Abstract
Phosphoramidate and phosphinic amide anions react with benzoyl chloride and with benzoic anhydride to give N-mono- and NN-di-benzoyl amines. In contrast, the known diethyl N-acetyl-N-phenylphosphoramidate can be obtained by treatment of diethyl N-phenylphosphoramidate anion with acetyl chloride. Possible mechanisms for these reactions are discussed; the most likely involves a pentaco-ordinate intermediate reacting intra- or intermolecularly with more acylating agent or protic solvent.Keywords
This publication has 0 references indexed in Scilit: