Phosphorylation of Imino Analogs of α -Halocarbonyl Compounds

Abstract

Phosphorylation of the α-haloimines leads mainly to C- or N-phosphorylated compounds as the final products, and selectivity being dependent on the type of halogen, substituents at the imine carbon and nitrogen atoms, and on the nature of phosphorus regeant. Variety of transformations is connected with rearrangements accompanied by umpolung of C- and N-center of imine function, possible participation of C═N bond, halogen atoms or N-substituents, in ractions involving the Hal-C─C═N skeleton.

Keywords:

• Halogenoalkylimines
• C/N-phosphorylation
• imidoyl chlorides
• aminophosphonates
• phosphorylation
• umpolung
• rearrangements

Acknowledgments

Yu. V. R. thanks INTAS for financial support (YSF Grant 05-109-4922).