A CONVENIENT SYNTHETIC ROUTE TO N-ARYL AND N-ALKYLAMINO(ALKYL) PHOSPHONATES AND PHOSPHINE OXIDES

Citation
A. Couture et al., A CONVENIENT SYNTHETIC ROUTE TO N-ARYL AND N-ALKYLAMINO(ALKYL) PHOSPHONATES AND PHOSPHINE OXIDES, Tetrahedron letters, 36(14), 1995, pp. 2483-2486
Citations number
44
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
36
Issue
14
Year of publication
1995
Pages
2483 - 2486
Database
ISI
SICI code
0040-4039(1995)36:14<2483:ACSRTN>2.0.ZU;2-T
Abstract
A variety of phosphorylated N-aryl and N-alkyl N-formyl and N-tert-but oxycarbonylaminomethyl derivatives have been efficiently prepared by t reatment of the corresponding chloromethyl derivatives with a trialkyl phosphite or an alkyl diphenylphosphinite. These bifunctional compoun ds may be deprotonated with LDA and further submitted to electrophilic substitution. An acidic treatment of the resulting compounds gives ri se to a range of N-aryl and N-alkylamino(alkyl) phosphonates and phosp hine oxides.