EASY AND GENERAL ACCESS TO ALPHA,ALPHA-DIFLUOROMETHYLENE PHOSPHONOTHIOIC ACIDS - A NEW CLASS OF COMPOUNDS

Authors
PIETTRE SR RABOISSON P
Citation
Sr. Piettre et P. Raboisson, EASY AND GENERAL ACCESS TO ALPHA,ALPHA-DIFLUOROMETHYLENE PHOSPHONOTHIOIC ACIDS - A NEW CLASS OF COMPOUNDS, Tetrahedron letters, 37(13), 1996, pp. 2229-2232
Citations number
25
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
13
Year of publication
1996
Pages
2229 - 2232
Database
ISI
SICI code
0040-4039(1996)37:13<2229:EAGATA>2.0.ZU;2-Z
Abstract
The preparation of dibenzyl alpha,alpha-difluoromethylphosphonothioate 10 from the reaction between the corresponding phosphonate 9 and Lawe sson's reagent is reported. Treatment of 10 with lithium diisopropylam ide and a variety of electrophiles demonstrate the possibility of func tionalizing it. Reductive debenzylation of the adducts affords the sod ium sails of alpha,alpha-difluoromethylenephosphonothioates 22 which u pon acidic treatment deliver the corresponding acids 4.